Fungicidal compositions comprising a carboxamide

ABSTRACT

A method of controlling phytopathogenic diseases on useful plants or on propagation material thereof, which comprises applying to the useful plants, the locus thereof or propagation material thereof a combination of components (A) and (B) in a synergistically effective amount, wherein component (A) is a compound of formula I 
     compound of formula I 
     
       
         
         
             
             
         
       
     
     wherein 
     R is hydrogen or methoxy; 
     Q is 
     
       
         
         
             
             
         
       
     
     R 1  is hydrogen, halogen or C 1 -C 6 alkyl; 
     R 2  is hydrogen, halogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkinyl, C 3 -C 6 cycloalkyl-C 3 -C 6 alkinyl, halophenoxy, halophenyl-C 3 -C 6 alkinyl, C(C 1 -C 4 alkyl)═NO—C 1 -C 4 alkyl, C 1 -C 6 haloalkyl, 
     C 1 -C 6 haloalkoxy, C 2 -C 6 haloalkenyl, or C 2 -C 6 haloalkenyloxy; 
     R 3  is hydrogen, halogen, C 1 -C 6 alkyl; 
     R 4 , R 5 and R 6 , independently from each other, are hydrogen, halogen or —≡—R 7 ; with the proviso that at least one of R 4 , R 5  and R 6  is different from hydrogen; 
     R 7  is hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or C 1 -C 4 alkoxyalkyl; and 
     R 8  is hydrogen or methoxy; 
     and agrochemically acceptable salts/isomers/structural isomers/stereoisomers/diastereoisomers/enantiomers/tautomers and N-oxides of those compounds; and component (B) is a compound selected from compounds known for their fungicidal and/or insecticidal activity, is particularly effective in controlling or preventing fungal diseases of useful plants.

RELATED APPLICATION INFORMATION

This application is a U.S. divisional application of U.S. applicationSer. No. 14/840,201, filed 31 Aug. 2015, now U.S. Pat. No. 10,219,514,which is a U.S. divisional application of U.S. application Ser. No.13/877,301 filed 1 Apr. 2013, now U.S. Pat. No. 9,155,303, which is a371 national statge entry of International Application No.PCT/EP2011/066809, filed 28 Sep. 2011, which claims priority to EPPatent Application No. 10185310.9 filed 1 Oct. 2010, and EP PatentApplication No. 10189918.5 filed 4 Nov. 2010, the contents of which areincorporated by reference herein.

The present invention relates to novel fungicidal compositions for thetreatment of phytopathogenic diseases of useful plants, especiallyphytopathogenic fungi, and to a method of controlling phytopathogenicdiseases on useful plants.

It is known from WO 2010/063700, WO 2010/084078 and WO 2008/151828 thatcertain pyrazolyl-carboxamide derivatives have biological activityagainst phytopathogenic fungi. On the other hand various fungicidalcompounds of different chemical classes are widely known as plantfungicides for application in various crops of cultivated plants.However, crop tolerance and activity against phyto-pathogenic plantfungi do not always satisfy the needs of agricultural practice in manyincidents and aspects.

There is therefore proposed in accordance with the present invention amethod of controlling phytopathogenic diseases on useful plants or onpropagation material thereof, which comprises applying to the usefulplants, the locus thereof or propagation material thereof a combinationof components (A) and (B), in a synergistically effective amount,wherein component (A) is a compound of formula I

whereinR is hydrogen or methoxy;

Q is

whereinR₁ is hydrogen, halogen or C₁-C₆alkyl;R₂ is hydrogen, halogen, C₁-C₆alkyl, C₂-C₆alkenyl, C₃-C₆alkinyl,C₃-C₆cycloalkyl-C₃-C₆alkinyl, halophenoxy, halophenyl-C₃-C₆alkinyl,C(C₁-C₄alkyl)═NO—C₁-C₄alkyl, C₁-C₆haloalkyl,C₁-C₆haloalkoxy, C₂-C₆haloalkenyl, or C₂-C₆haloalkenyloxy;R₃ is hydrogen, halogen, C₁-C₆alkyl;R₄, R₅ and R_(6,) independently from each other, are hydrogen, halogenor —≡—R₇; with the proviso that at least one of R₄, R₅ and R₆ isdifferent from hydrogen;R₇ is hydrogen, C₁-C₆alkyl, C₁-C₆haloalkyl or C₁-C₄alkoxyalkyl; andR₈ is hydrogen or methoxy;and agrochemically acceptable salts/isomers/structuralisomers/stereoisomers/diastereoisomers/enantiomers/tautomers andN-oxides of those compounds;and component (B) is a compound selected from the group consisting of(B1) a strobilurin fungicide,(B2) an azole fungicide,(B3) a morpholine fungicide,(B4) an anilinopyrimidine fungicide,(B5) a fungicide selected from the group consisting ofanilazine, arsenates, benalaxyl, benalaxyl-M, benodanil, benomyl,benthiavalicarb, benthiavalicarb-isopropyl, biphenyl, bitertanol,blasticidin-S, bordeaux mixture, boscalid, bupirimate, cadmium chloride,captafol, captan, carbendazim, carbon disulfide, carboxin, carpropamid,cedar leaf oil, chinomethionat, chlorine, chloroneb, chlorothalonil,chlozolinate, cinnamaldehyde, copper, copper ammoniumcarbonate, copperhydroxide, copper octanoate, copper oleate, copper sulphate, cyazofamid,cycloheximide, cymoxanil, dichlofluanid, dichlone, dichloropropene,diclocymet, diclomezine, dicloran, diethofencarb, diflumetorim,dimethirimol, dimethomorph, dinocap, dithianon, dodine, edifenphos,ethaboxam, ethirimol, etridiazole, famoxadone, fenamidone, fenaminosulf,fenamiphos, fenarimol, fenfuram, fenhexamid, fenoxanil, fenpiclonil,fentin acetate, fentin chloride, fentin hydroxide, ferbam, ferimzone,fluazinam, fludioxonil, flusulfamide, flusulfamide, flutolanil, folpet,formaldehyde, fosetyl-aluminium, fthalide, fuberidazole, furalaxyl,furametpyr, flyodin, fuazatine, hexachlorobenzene, hymexazole,iminoctadine, iodocarb, iprobenfos, iprodione, iprovalicarb,isoprothiolane, kasugamycin, mancozeb, maneb, manganousdimethyldithiocarbamate, mefenoxam, mepronil, mercuric chloride,mercury, metalaxyl, methasulfocarb, metiram, metrafenone, nabam, neemoil (hydrophobic extract), nuarimol, octhilinone, ofurace, oxadixyl,oxine copper, oxolinic acid, oxycarboxin, oxytetracycline,paclobutrazole, paraffin oil, paraformaldehyde, pencycuron,pentachloronitrobenzene, pentachlorophenol, penthiopyrad, perfurazoate,phosphoric acid, polyoxin, polyoxin D zinc salt, potassium bicarbonate,probenazole, procymidone, propamocarb, propineb, proquinazid,prothiocarb, pyrazophos, pyrifenox, pyroquilon, quinoxyfen, quintozene,silthiofam, sodium bicarbonate, sodium diacetate, sodium propionate,streptomycin, sulphur, TCMTB, tecloftalam, tecnazene, thiabendazole,thifluzamide, thiophanate, thiophanate-methyl, thiram, tolclofos-methyl,tolyfluanid, triazoxide, trichoderma harzianum, tricyclazole, triforine,triphenyltin hydroxide, validamycin, vinclozolin, zineb, ziram,zoxamide, 1,1-bis(4-chlorophenyl)-2-ethoxyethanol, 2,4-dichlorophenylbenzenesulfonate, 2-fluoro-N-methyl-N-1-naphthylacetamide,4-chlorophenyl phenyl sulfone,a compound of formula B-5.1

a compound of formula B-5.2

a compound of formula B-5.3

a compound of formula B-5.4

a compound of formula B-5.5

a compound of formula B-5.6

a compound of formula B-5.7

3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(2-bicyclopropyl-2-yl-phenyl)-amide (compound B-5.8),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(9-isopropyp-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl)-amide(compound B-5.9), 1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxylic acid[2-(1,3-dimethylbutyl)phenyl]-amide (compound B-5.10),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-amide (compound B-5.11),N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamid(compound B-5.12), 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylicacid N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-amide (compound B-5.13),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-[2-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-amide (compound B-5.14),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-[2-(2-chloro-1,1,2-trifluoroethoxy)phenyl]-amide (compound B-5.15),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(4′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.16),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(2′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.17) and3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(2′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.18);

(B6) a plant-bioregulator selected from the group consisting ofacibenzolar-S-methyl, chlormequat chloride, ethephon, mepiquat chlorideand trinexapac-ethyl;

(B7) an insecticide selected from the group consisting ofabamectin, clothianidin, emamectin benzoate, imidacloprid, tefluthrin,thiamethoxam, a compound of formula B-7.1

and a compound of formula B-7.2;

a a compound of formula B-7.3

and(B8) glyphosate, a compound of formula V

fomesafen, and(B9) isopyrazam, sedaxane, a compound of formula (VI)

a compound of formula (VII)

1-[4-[4-[(5S)5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone,1-[4-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone[1003318-67-9], and 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylicacid (3′,4′,5′-trifluoro-biphenyl-2-yl)-amide.Preferably component (B) is a compound selected from the groupconsisting of(B1) a strobilurin fungicide,(B2) an azole fungicide,(B3) a morpholine fungicide,(B4) an anilinopyrimidine fungicide,(B5) a fungicide selected from the group consisting ofanilazine, arsenates, benalaxyl, benalaxyl-M, benodanil, benomyl,benthiavalicarb, benthiavalicarb-isopropyl, biphenyl, bitertanol,blasticidin-S, bordeaux mixture, boscalid, bupirimate, cadmium chloride,captafol, captan, carbendazim, carbon disulfide, carboxin, carpropamid,cedar leaf oil, chinomethionat, chlorine, chloroneb, chlorothalonil,chlozolinate, cinnamaldehyde, copper, copper ammoniumcarbonate, copperhydroxide, copper octanoate, copper oleate, copper sulphate, cyazofamid,cycloheximide, cymoxanil, dichlofluanid, dichlone, dichloropropene,diclocymet, diclomezine, dicloran, diethofencarb, diflumetorim,dimethirimol, dimethomorph, dinocap, dithianon, dodine, edifenphos,ethaboxam, ethirimol, etridiazole, famoxadone, fenamidone, fenaminosulf,fenamiphos, fenarimol, fenfuram, fenhexamid, fenoxanil, fenpiclonil,fentin acetate, fentin chloride, fentin hydroxide, ferbam, ferimzone,fluazinam, fludioxonil, flusulfamide, flusulfamide, flutolanil, folpet,formaldehyde, fosetyl-aluminium, fthalide, fuberidazole, furalaxyl,furametpyr, flyodin, fuazatine, hexachlorobenzene, hymexazole,iminoctadine, iodocarb, iprobenfos, iprodione, iprovalicarb,isoprothiolane, kasugamycin, mancozeb, maneb, manganousdimethyldithiocarbamate, mefenoxam, mepronil, mercuric chloride,mercury, metalaxyl, methasulfocarb, metiram, metrafenone, nabam, neemoil (hydrophobic extract), nuarimol, octhilinone, ofurace, oxadixyl,oxine copper, oxolinic acid, oxycarboxin, oxytetracycline,paclobutrazole, paraffin oil, paraformaldehyde, pencycuron,pentachloronitrobenzene, pentachlorophenol, penthiopyrad, perfurazoate,phosphoric acid, polyoxin, polyoxin D zinc salt, potassium bicarbonate,probenazole, procymidone, propamocarb, propineb, proquinazid,prothiocarb, pyrazophos, pyrifenox, pyroquilon, quinoxyfen, quintozene,silthiofam, sodium bicarbonate, sodium diacetate, sodium propionate,streptomycin, sulphur, TCMTB, tecloftalam, tecnazene, thiabendazole,thifluzamide, thiophanate, thiophanate-methyl, thiram, tolclofos-methyl,tolyfluanid, triazoxide, trichoderma harzianum, tricyclazole, triforine,triphenyltin hydroxide, validamycin, vinclozolin, zineb, ziram,zoxamide, 1,1-bis(4-chlorophenyl)-2-ethoxyethanol, 2,4-dichlorophenylbenzenesulfonate, 2-fluoro-N-methyl-N-1-naphthylacetamide,4-chlorophenyl phenyl sulfone,a compound of formula B-5.1

a compound of formula B-5.2

a compound of formula B-5.3

a compound of formula B-5.4

a compound of formula B-5.5

a compound of formula B-5.6

a compound of formula B-5.7

3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(2-bicyclopropyl-2-yl-phenyl)-amide (compound B-5.8),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(9-isopropyp-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl)-amide(compound B-5.9), 1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxylic acid[2-(1,3-dimethylbutyl)phenyl]-amide (compound B-5.10),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-amide (compound B-5.11),N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamid(compound B-5.12), 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylicacid N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-amide (compound B-5.13),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-[2-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-amide (compound B-5.14),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-[2-(2-chloro-1,1,2-trifluoroethoxy)phenyl]-amide (compound B-5.15),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(4′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.16),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(2′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.17) and3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(2′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.18);(B6) a plant-bioregulator selected from the group consisting ofacibenzolar-S-methyl, chlormequat chloride, ethephon, mepiquat chlorideand trinexapac-ethyl;(B7) an insecticide selected from the group consisting ofabamectin, clothianidin, emamectin benzoate, imidacloprid, tefluthrin,thiamethoxam, a compound of formula B-7.1

a compound of formula B-7.2;

a compound of formula B-7.3

and(B8) glyphosate, a compound of formula V

fomesafen, and(B9) isopyrazam, sedaxane, a compound of formula (VI)

and a compound of formula (VII)

Preferred compositions comprising as component (A) a compound of formulaI, wherein R ismethoxy.

Further preferred compositions comprising as component (A) a compound offormula I and as component (B) a compound selected from the groupconsisting of (B1) a strobilurin fungicide, (B2) an azole fungicide,(B3) a morpholine fungicide, (B4) an anilinopyrimidine fungicide, (B5) afungicide selected from the group consisting of anilazine (878),arsenates, benalaxyl (56), benalaxyl-M, benodanil (896), benomyl (62),benthiavalicarb, benthiavalicarb-isopropyl (68), biphenyl (81),bitertanol (84), blasticidin-S (85), bordeaux mixture (87), boscalid(88), bupirimate (98), cadmium chloride, captafol (113),

captan (114), carbendazim (116), carbon disulfide (945), carboxin (120),carpropamid (122), cedar leaf oil, chinomethionat (126), chlorine,chloroneb (139), chlorothalonil (142), chlozolinate (149),cinnamaldehyde, copper, copper ammoniumcarbonate, copper hydroxide(169), copper octanoate (170), copper oleate, copper sulphate (87),cyazofamid (185), cycloheximide (1022), cymoxanil (200), dichlofluanid(230), dichlone (1052), dichloropropene (233), diclocymet (237),diclomezine (239), dicloran (240), diethofencarb (245), diflumetorim(253), dimethirimol (1082), dimethomorph (263), dinocap (270), dithianon(279), dodine (289), edifenphos (290), ethaboxam (304), ethirimol(1133), etridiazole (321), famoxadone (322), fenamidone (325),fenaminosulf (1144), fenamiphos (326), fenarimol (327), fenfuram (333),fenhexamid (334), fenoxanil (338), fenpiclonil (341), fentin acetate(347), fentin chloride, fentin hydroxide (347), ferbam (350), ferimzone(351), fluazinam (363), fludioxonil (368), flusulfamide (394),flutolanil (396), folpet (400), formaldehyde (404), fosetyl-aluminium(407), fthalide (643), fuberidazole (419), furalaxyl (410), furametpyr(411), flyodin (1205), fuazatine (422), hexachlorobenzene (434),hymexazole, iminoctadine (459), iodocarb (3-lodo-2-propynyl butylcarbamate), iprobenfos (IBP) (469), iprodione (470), iprovalicarb (471),isoprothiolane (474), kasugamycin (483), mancozeb (496), maneb (497),manganous dimethyldithiocarbamate, mefenoxam (Metalaxyl-M) (517),mepronil (510), mercuric chloride (511), mercury, metalaxyl (516),methasulfocarb (528), metiram (546), metrafenone, nabam (566), neem oil(hydrophobic extract), nuarimol (587), octhilinone (590), ofurace (592),oxadixyl (601), oxine copper (605), oxolinic acid (606), oxycarboxin(608), oxytetracycline (611), paclobutrazole (612), paraffin oil (628),paraformaldehyde, pencycuron (620), pentachloronitrobenzene (716),pentachlorophenol (623), penthiopyrad, perfurazoate, phosphoric acid,polyoxin (654), polyoxin D zinc salt (654), potassium bicarbonate,probenazole (658), procymidone (660), propamocarb (668), propineb (676),proquinazid (682), prothiocarb (1361), pyrazophos (693), pyrifenox(703), pyroquilon (710), quinoxyfen (715), quintozene (PCN(B) (716),silthiofam (729), sodium bicarbonate, sodium diacetate, sodiumpropionate, streptomycin (744), sulphur (754), TCMTB, tecloftalam,tecnazene (TCN(B) (767), thiabendazole (790), thifluzamide (796),thiophanate (1435), thiophanate-methyl (802), thiram (804),tolclofos-methyl (808), tolylfluanid (810), triazoxide (821),trichoderma harzianum (825), tricyclazole (828), triforine (838),triphenyltin hydroxide (347), validamycin (846), vinclozolin (849),zineb (855), ziram (856), zoxamide (857),1,1-bis(4-chlorophenyl)-2-ethoxyethanol (IUPAC-Name) (910),2,4-dichlorophenyl benzenesulfonate (IUPAC-/Chemical Abstracts-Name)(1059), 2-fluoro-N-methyl-N-1-naphthylacetamide (IUPAC-Name) (1295),4-chlorophenyl phenyl sulfone (IUPAC-Name) (981),a compound of formula B-5.1

a compound of formula B-5.2

a compound of formula B-5.3

a compound of formula B-5.4

a compound of formula B-5.5

a compound of formula B-5.6

a compound of formula B-5.7

3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(2-bicyclopropyl-2-yl-phenyl)-amide (compound B-5.8),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(9-isopropyp-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl)-amide(compound B-5.9), 1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxylic acid[2-(1,3-dimethylbutyl)phenyl]-amide (compound B-5.10),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-amide (compound B-5.11),N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamid(compound B-5.12), 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylicacid N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-amide (compound B-5.13),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-[2-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-amide (compound B-5.14),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-[2-(2-chloro-1,1,2-trifluoroethoxy)phenyl]-amide (compound B-5.15),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(4′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.16),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(2′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.17) and3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(2′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.18);(B6) a plant-bioregulator selected from the group consisting ofacibenzolar-S-methyl (6), chlormequat chloride (137), ethephon (307),mepiquat chloride (509) and trinexapac-ethyl (841);(B7) an insecticide selected from the group consisting ofabamectin (1), clothianidin (165), emamectin benzoate (291),imidacloprid (458), tefluthrin (769), thiamethoxam (792), a compound offormula B-7.1

a compound of formula B-7.2;

a compound of formula B-7.3

and(B8) glyphosate (419).

Examples of especially suitable compounds as component (B) are compoundsselected from the following group P:

Group P: Especially Suitable Compounds as Component (B) in theCompositions according to the Invention:a strobilurin fungicide selected from azoxystrobin (47), dimoxystrobin(226), fluoxastrobin (382), kresoxim-methyl (485), metominostrobin(551), orysastrobin, picoxystrobin (647), pyraclostrobin (690);trifloxystrobin (832), a compound of formula B-1.1

an azole fungicide selected from azaconazole (40), bromuconazole (96),cyproconazole (207), difenoconazole (247), diniconazole (267),diniconazole-M (267), epoxiconazole (298), fenbuconazole (329),fluquinconazole (385), flusilazole (393), flutriafol (397), hexaconazole(435), imazalil (449), imibenconazole (457), ipconazole (468),metconazole (525), myclobutanil (564), oxpoconazole (607), pefurazoate(618), penconazole (619), prochloraz (659), propiconazole (675),prothioconazole (685), simeconazole (731), tebuconazole (761),tetraconazole (778), triadimefon (814), triadimenol (815), triflumizole(834), triticonazole (842), diclobutrazol (1068), etaconazole (1129),furconazole (1198), furconazole-cis (1199) and quinconazole (1378);a morpholine fungicide selected from aldimorph, dodemorph (288),fenpropimorph (344), tridemorph (830), fenpropidin (343), spiroxamine(740), piperalin (648) and a compound of formula B-3.1

an anilino-pyrimidine fungicide selected from cyprodinil (208),mepanipyrim (508) and pyrimethanil (705);a fungicide selected from the group consisting ofanilazine (878), arsenates, benalaxyl (56), benalaxyl-M, benodanil(896), benomyl (62), benthiavalicarb, benthiavalicarb-isopropyl (68),biphenyl (81), bitertanol (84), blasticidin-S (85), bordeaux mixture(87), boscalid (88), bupirimate (98), cadmium chloride, captafol (113),captan (114), carbendazim (116), carbon disulfide (945), carboxin (120),carpropamid (122), cedar leaf oil, chinomethionat (126), chlorine,chloroneb (139), chlorothalonil (142), chlozolinate (149),cinnamaldehyde, copper, copper ammoniumcarbonate, copper hydroxide(169), copper octanoate (170), copper oleate, copper sulphate (87),cyazofamid (185), cycloheximide (1022), cymoxanil (200), dichlofluanid(230), dichlone (1052), dichloropropene (233), diclocymet (237),diclomezine (239), dicloran (240), diethofencarb (245), diflumetorim(253), dimethirimol (1082), dimethomorph (263), dinocap (270), dithianon(279), dodine (289), edifenphos (290), ethaboxam (304), ethirimol(1133), etridiazole (321), famoxadone (322), fenamidone (325),fenaminosulf (1144), fenamiphos (326), fenarimol (327), fenfuram (333),fenhexamid (334), fenoxanil (338), fenpiclonil (341), fentin acetate(347), fentin chloride, fentin hydroxide (347), ferbam (350), ferimzone(351), fluazinam (363), fludioxonil (368), flusulfamide (394),flutolanil (396), folpet (400), formaldehyde (404), fosetyl-aluminium(407), fthalide (643), fuberidazole (419), furalaxyl (410), furametpyr(411), flyodin (1205), fuazatine (422), hexachlorobenzene (434),hymexazole, iminoctadine (459), iodocarb (3-lodo-2-propynyl butylcarbamate), iprobenfos (IBP) (469), iprodione (470), iprovalicarb (471),isoprothiolane (474), kasugamycin (483), mancozeb (496), maneb (497),manganous dimethyldithiocarbamate, mefenoxam (Metalaxyl-M) (517),mepronil (510), mercuric chloride (511), mercury, metalaxyl (516),methasulfocarb (528), metiram (546), metrafenone, nabam (566), neem oil(hydrophobic extract), nuarimol (587), octhilinone (590), ofurace (592),oxadixyl (601), oxine copper (605), oxolinic acid (606), oxycarboxin(608), oxytetracycline (611), paclobutrazole (612), paraffin oil (628),paraformaldehyde, pencycuron (620), pentachloronitrobenzene (716),pentachlorophenol (623), penthiopyrad, perfurazoate, phosphoric acid,polyoxin (654), polyoxin D zinc salt (654), potassium bicarbonate,probenazole (658), procymidone (660), propamocarb (668), propineb (676),proquinazid (682), prothiocarb (1361), pyrazophos (693), pyrifenox(703), pyroquilon (710), quinoxyfen (715), quintozene (PCN(B) (716),silthiofam (729), sodium bicarbonate, sodium diacetate, sodiumpropionate, streptomycin (744), sulphur (754), TCMTB, tecloftalam,tecnazene (TCN(B) (767), thiabendazole (790), thifluzamide (796),thiophanate (1435), thiophanate-methyl (802), thiram (804),tolclofos-methyl (808), tolylfluanid (810), triazoxide (821),trichoderma harzianum (825), tricyclazole (828), triforine (838),triphenyltin hydroxide (347), validamycin (846), vinclozolin (849),zineb (855), ziram (856), zoxamide (857),1,1-bis(4-chlorophenyl)-2-ethoxyethanol (IUPAC-Name) (910),2,4-dichlorophenyl benzenesulfonate (IUPAC-/Chemical Abstracts-Name)(1059), 2-fluoro-N-methyl-N-1-naphthylacetamide (IUPAC-Name) (1295),4-chlorophenyl phenyl sulfone (IUPAC-Name) (981),a compound of formula B-5.1, a compound of formula B-5.2, a compound offormula B-5.3, a compound of formula B-5.4, a compound of formula B-5.5,a compound of formula B-5.6, a compound of formula B-5.7, compoundB-5.8, compound B-5.9, compound B-5.10, compound B-5.11, compoundB-5.12, compound B-5.13, compound B-5.14, compound B-5.15, compoundB-5.16, compound B-5.17 and compound B-5.18;a plant-bioregulator selected from the group consisting ofacibenzolar-S-methyl (6), chlormequat chloride (137), ethephon (307),mepiquat chloride (509) and trinexapac-ethyl (841);an insecticide selected from the group consisting of abamectin (1),clothianidin (165), emamectin benzoate (291), imidacloprid (458),tefluthrin (769), thiamethoxam (792), and glyphosate (419), a compoundof formula V

fomesafen, and (B9) isopyrazam, sedaxane,a compound of formula (VI)

a compound of formula (VII)

1-[4-[4-[(5S)5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone,1-[4-[4-[5-(2,6-difluorophenyI)-4,5-dihydro-1 ,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone[1003318-67-9], and 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylicacid (3′,4′,5′-trifluoro-biphenyl-2-yl)-amide.

Further examples of especially suitable compounds as component (B) arecompounds selected from the following group Q:

Group Q: Especially Suitable Compounds as Component (B) in theCompositions according to the invention:a strobilurin fungicide selected from the group consisting ofazoxystrobin, dimoxystrobin, fluoxastrobin, kresoxim-methyl,metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin;trifloxystrobin and a compound of formula B-1.1; an azole fungicideselected from the group consisting of azaconazole, bromuconazole,cyproconazole, difenoconazole, diniconazole, diniconazole-M,epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol,hexaconazole, imazalil, imibenconazole, ipconazole, metconazole,myclobutanil, oxpoconazole, pefurazoate, penconazole, prochloraz,propiconazole, prothioconazole, simeconazole, tebuconazole,tetraconazole, triadimefon, triadimenol, triflumizole, triticonazole,diclobutrazol, etaconazole, furconazole, furconazole-cis andquinconazole;a morpholine fungicide selected from the group consisting of aldimorph,dodemorph, fenpropimorph, tridemorph, fenpropidin, spiroxamine,piperalin and a compound of formula B-3.1;an anilino-pyrimidine fungicide selected from the group consisting ofcyprodinil, mepanipyrim and pyrimethanil;a fungicide selected from the group consisting of benalaxyl,benalaxyl-M, benomyl, bitertanol, boscalid, captan, carboxin,carpropamid, chlorothalonil, copper, cyazofamid, cymoxanil,diethofencarb, dithianon, famoxadone, fenamidone, fenhexamide,fenoxycarb, fenpiclonil, fluazinam, fludioxonil, flutolanil, folpet,guazatine, hymexazole, iprodione, lufenuron, mancozeb, metalaxyl,mefenoxam, metrafenone, nuarimol, paclobutrazol, pencycuron,penthiopyrad, procymidone, proquinazid, pyroquilon, quinoxyfen,silthiofam, sulfur, thiabendazole, thiram, triazoxide, tricyclazole, acompound of formula B-5.1, a compound of formula B-5.2, a compound offormula B-5.3, a compound of formula B-5.4, a compound of formula B-5.5,a compound of formula B-5.6, a compound of formula B-5.7, a compound offormula B-5.8, a compound of formula B-5.9, a compound of formula B-5.10and a compound of formula B-5.12;a plant-bioregulator selected from acibenzolar-S-methyl, chlormequatchloride, ethephon, mepiquat chloride and trinexapac-ethyl;an insecticide selected from abamectin, emamectin benzoate, tefluthrin,thiamethoxam, and glyphosate, a compound of formula V

fomesafen, and (B9) isopyrazam, sedaxane,a compound of formula (VI)

a compound of formula (VII)

1-[4-[4-[(5S)5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone,1-[4-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone[1003318-67-9], and 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylicacid (3′,4′,5′-trifluoro-biphenyl-2-yl)-amide.

According to the present invention, preferred salts of glyphosate arethe potassium, isopropylammonium, sodium, trimesium, ammonium anddiammonium salts. Preferred salts of glufosinate are disclosed in U.S.Pat. No. 4,168,963, a preferred salt is the ammonium salt.

According to the instant invention, a “racemic compound” means a mixtureof at least two enantiomers in a ratio of substantially 50:50.

The compounds of formula I can occur in the two enantiomeric forms offormula Ia and Ib:

The invention encompasses both enantiomeric forms of the compounds offormula I. The compounds of formula I and their preparation aredescribed in WO 2010/063700, WO 2010/084078 and WO 2008/151828.

It has been found that the use of component (B) in combination withcomponent (A) surprisingly and substantially may enhance theeffectiveness of the latter against fungi, and vice versa. Additionally,the method of the invention is effective against a wider spectrum ofsuch fungi that can be combated with the active ingredients of thismethod, when used solely.

In general, the weight ratio of component (A) to component (B) is from2000:1 to 1:1000. A non-limiting example for such weight ratios iscompound of formula I: compound of formula B-2 is 10:1. The weight ratioof component (A) to component (B) is preferably from 100:1 to 1:100;more preferably from 20:1 to 1:50.

The active ingredient mixture of component (A) to component (B)comprises compounds of formula I and a further, other biocidally activeingredients or compositions preferably in a mixing ratio of from 1000:1to 1:1000, especially from 50:1 to 1:50, more especially in a ratio offrom 20:1 to 1:20, even more especially from 10:1 to 1:10, veryespecially from 5:1 and 1:5, special preference being given to a ratioof from 2:1 to 1:2, and a ratio of from 4:1 to 2:1 being likewisepreferred, above all in a ratio of 1:1, or 5:1, or 5:2, or 5:3, or 5:4,or 4:1, or 4:2, or 4:3, or 3:1, or 3:2, or 2:1, or 1:5, or 2:5, or 3:5,or 4:5, or 1:4, or 2:4, or 3:4, or 1:3, or 2:3, or 1:2, or 1:600, or1:300, or 1:150, or 1:35, or 2:35, or 4:35, or 1:75, or 2:75, or 4:75,or 1:6000, or 1:3000, or 1:1500, or 1:350, or 2:350, or 4:350, or 1:750,or 2:750, or 4:750. Those mixing ratios are understood to include, onthe one hand, ratios by weight and also, on other hand, molar ratios.

It has been found, surprisingly, that certain weight ratios of component(A) to component (B) are able to give rise to synergistic activity.Therefore, a further aspect of the invention are compositions, whereincomponent (A) and component (B) are present in the composition inamounts producing a synergistic effect. This synergistic activity isapparent from the fact that the fungicidal activity of the compositioncomprising component (A) and component (B) is greater than the sum ofthe fungicidal activities of component (A) and of component (B). Thissynergistic activity extends the range of action of component (A) andcomponent (B) in two ways. Firstly, the rates of application ofcomponent (A) and component (B) are lowered whilst the action remainsequally good, meaning that the active ingredient mixture still achievesa high degree of phytopathogen control even where the two individualcomponents have become totally ineffective in such a low applicationrate range. Secondly, there is a substantial broadening of the spectrumof phytopathogens that can be controlled.

A synergistic effect exists whenever the action of an active ingredientcombination is greater than the sum of the actions of the individualcomponents. The action to be expected E for a given active ingredientcombination obeys the so-called COLBY formula and can be calculated asfollows (COLBY, S. R. “Calculating synergistic and antagonisticresponses of herbicide combination”. Weeds, Vol. 15, pages 20-22; 1967):

ppm =milligrams of active ingredient (=a.i.) per liter of spray mixtureX=% action by active ingredient (A) using p ppm of active ingredientY=% action by active ingredient (B) using q ppm of active ingredient.According to COLBY, the expected (additive) action of active ingredients(A)+(B) using p+q ppm of active ingredient is

$E = {X + Y - \frac{X \cdot Y}{100}}$

If the action actually observed (O) is greater than the expected action(E), then the action of the combination is super-additive, i.e. there isa synergistic effect. In mathematical terms, synergism corresponds to apositive value for the difference of (O-E). In the case of purelycomplementary addition of activities (expected activity), saiddifference (O-E) is zero. A negative value of said difference (O-E)signals a loss of activity compared to the expected activity.

However, besides the actual synergistic action with respect tofungicidal activity, the compositions according to the invention canalso have further surprising advantageous properties. Examples of suchadvantageous properties that may be mentioned are: more advantageuosdegradability; improved toxicological and/or ecotoxicological behaviour;or improved characteristics of the useful plants including: emergence,crop yields, more developed root system, tillering increase, increase inplant height, bigger leaf blade, less dead basal leaves, strongertillers, greener leaf colour, less fertilizers needed, less seedsneeded, more productive tillers, earlier flowering, early grainmaturity, less plant verse (lodging), increased shoot growth, improvedplant vigor, and early germination.

Some compositions according to the invention have a systemic action andcan be used as foliar, soil and seed treatment fungicides.

With the compositions according to the invention it is possible toinhibit or destroy the phytopathogenic microorganisms which occur inplants or in parts of plants (fruit, blossoms, leaves, stems, tubers,roots) in different useful plants, while at the same time the parts ofplants which grow later are also protected from attack byphytopathogenic microorganisms.

The compositions according to the invention can be applied to thephytopathogenic microorganisms, the useful plants, the locus thereof,the propagation material thereof, storage goods or technical materialsthreatened by microorganism attack.

The compositions according to the invention may be applied before orafter infection of the useful plants, the propagation material thereof,storage goods or technical materials by the microorganisms.

A further aspect of the present invention is a method of controllingdiseases on useful plants or on propagation material thereof caused byphytopathogens, which comprises applying to the useful plants, the locusthereof or propagation material thereof a composition according to theinvention. Preferred is a method, which comprises applying to the usefulplants or to the locus thereof a composition according to the invention,more preferably to the useful plants. Further preferred is a method,which comprises applying to the propagation material of the usefulplants a composition according to the invention.

The components (B) are known. Where the components (B) are included in“The Pesticide Manual” [The Pesticide Manual—A World Compendium;Thirteenth Edition; Editor: C. D. S. Tomlin; The British Crop ProtectionCouncil], they are described therein under the entry number given inround brackets hereinabove for the particular component (B); forexample, the compound “abamectin” is described under entry number (1).Most of the components (B) are referred to hereinabove by a so-called“common name”, the relevant “ISO common name” or another “common name”being used in individual cases. If the designation is not a “commonname”, the nature of the designation used instead is given in roundbrackets for the particular component (B); in that case, the IUPAC name,the IUPAC/Chemical Abstracts name, a “chemical name”, a “traditionalname”, a “compound name” or a “development code” is used or, if neitherone of those designations nor a “common name” is used, an “alternativename” is employed.

The following components (B) are registered under a CAS-Reg. No.aldimorph (CAS 91315-15-0); arsenates (CAS 1327-53-3); benalaxyl-M (CAS98243-83-5); benthiavalicarb (CAS 413615-35-7); cadmium chloride (CAS10108-64-2); cedar leaf oil (CAS 8007-20-3); chlorine (CAS 7782-50-5);cinnamaldehyde (CAS: 104-55-2); copper ammoniumcarbonate (CAS33113-08-5); copper oleate (CAS 1120-44-1); iodocarb (3-lodo-2-propynylbutyl carbamate) (CAS 55406-53-6); hymexazole (CAS 10004-44-1);manganous dimethyldithiocarbamate (CAS 15339-36-3); mercury (CAS7487-94-7; 21908-53-2; 7546-30-7); metrafenone (CAS 220899-03-6); neemoil (hydrophobic extract) (CAS 8002-65-1); orysastrobin CAS248593-16-0); paraformaldehyde (CAS 30525-89-4); penthiopyrad (CAS183675-82-3); phosphoric acid (CAS 7664-38-2); potassium bicarbonate(CAS 298-14-6); sodium bicarbonate (CAS 144-55-8); sodium diacetate (CAS127-09-3); sodium propionate (CAS 137-40-6);TCMTB (CAS 21564-17-0); andtolyfluanid (CAS 731-27-1).

Compound B-1.1 (“enestrobin”) is described in EP-0-936-213; compoundB-3.1 (“flumorph”) in US-6,020,332, CN-1-167-568, CN-1-155-977 and inEP-0-860-438; compound B-5.1 (“mandipropamid”) in WO 01/87822; compoundB-5.2 in WO 98/46607; compound B-5.3 (“fluopicolide”) in WO 99/42447;compound B-5.4 (“cyflufenamid”) in WO 96/19442; compound B-5.5 in WO99/14187; compound B-5.6 (“pyribencarb”) is registered under CAS-Reg.No. 325156-49-8; compound B-5.7 (“amisulbrom” or “ambromdole”) isregistered under CAS-Reg. No. 348635-87-0; compound B-5.8(3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(2-bicyclopropyl-2-yl-phenyl)-amide) is described in WO 03/74491;compound B-5.9 (3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(9-isopropyp-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl)-amide) isdescribed in WO 04/35589 and in WO 06/37632; compound B-5.10(1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxylic acid[2-(1,3-dimethylbutyl)phenyl]-amide) is described in WO 03/10149;compound B-5.11 (3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-amide; “bixafen”) isregistered under CAS-Reg. No.: 581809-46-3 and described in WO 03/70705;compound B-5.12(N-{2-[3-Chloro-5-(trifluoromethy)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamid;“fluopyram”) is registered under CAS-Reg. No: 658066-35-4 and describedin WO 04/16088; compounds B-5.13, B-5.14 and B-5.15 are described in WO2007/17450; compounds B-5.16, B-5.17 and B-5.18 are described in WO2006/120219. The compound of formula B-7.1 is described in WO 03/015519,the compound of formula B-7.2 is described in WO 2004/067528, thecompound of formula B-7.3 is described in WO 2007/115644. The compoundof formula V is described in WO 2001/094339. Isopyrazam(3-(difluoromethyl)-1-methyl-N-[1,2,3,4-tetrahydro-9-(1-methylethyl)-1,4-methanonaphthalen-5-yl]-1H-pyrazole-4-carboxamide)is described in WO 2004/035589, in WO 2006/037632 and in EP 1556385 andis registered under the CAS-Reg. 881685-58-1. Sedaxane(N-[2-[1,1′-bicyclopropyl]-2-ylphenyl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide)is described in WO 2003/074491 and is registered under the CAS-Reg.874967-67-6; The compound of formula (VI) is described in WO2008/014870; and the compounds of formula (VII) is described in WO2007/048556. Fomesafen is registered under the CAS-Reg. No. 72178-02-0.1-[4-[4-[(5S)5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanoneand1-[4-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone[1003318-67-9] are both disclosed in WO 2010/123791, WO 2008/013925, WO2008/013622 and WO 2011/051243 page 20),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(3′,4′,5′-trifluoro-biphenyl-2-yl)-amide is dislosed in WO 2006/087343.

Throughout this document the expression “composition” stands for thevarious mixtures or combinations of components (A) and (B), for examplein a single “ready-mix” form, in a combined spray mixture composed fromseparate formulations of the single active ingredient components, suchas a “tank-mix”, and in a combined use of the single active ingredientswhen applied in a sequential manner, i.e. one after the other with areasonably short period, such as a few hours or days. The order ofapplying the components (A) and (B) is not essential for working thepresent invention.

The compositions according to the invention may also comprise more thanone of the active components (B), if, for example, a broadening of thespectrum of disease control is desired. For instance, it may beadvantageous in the agricultural practice to combine two or threecomponents (B) with component (A). An example is a compositioncomprising a compound of formula (I), azoxystrobin and cyproconazole.

Preferred components (A) are listed in the following Table 1:

TABLE 1 Compounds of formula Ic: (Ic)

wherein Q is (Q₁)

(Q₂)

Compound No. R₁ R₂ R₃ Q R₄ R₅ R₆ R₈ 1.001 Cl Cl Cl Q1 — — — H 1.002 Cl HCl Q₁ — — — H 1.003 Cl Cl H Q₁ — — — H 1.004 Cl Br Cl Q₁ — — — H 1.005Br Br Br Q₁ — — — H 1.006 H Cl H Q₁ — — — H 1.007 H Br H Q₁ — — — H1.008 H CF₃ H Q₁ — — — H 1.009 — — — Q₂ Cl Cl Cl H 1.010 — — — Q₂ Cl HCl H 1.011 — — — Q₂ H Cl Cl H 1.012 — — — Q₂ Cl Cl Br H 1.013 — — — Q₂Cl H Br H 1.014 — — — Q₂ H Cl Br H 1.015 — — — Q₂ H Cl H H 1.016 — — —Q₂ Cl H H H 1.017 Cl Cl Cl Q₁ — — — OCH₃ 1.018 Cl H Cl Q₁ — — — OCH₃1.019 Cl Cl H Q₁ — — — OCH₃ 1.020 Cl Br Cl Q₁ — — — OCH₃ 1.021 Br Br BrQ₁ — — — OCH₃ 1.022 H Cl H Q₁ — — — OCH₃ 1.023 H Br H Q₁ — — — OCH₃1.024 H CF₃ H Q₁ — — — OCH₃ 1.025 — — — Q₂ Cl Cl Cl OCH₃ 1.026 — — — Q₂Cl H Cl OCH₃ 1.027 — — — Q₂ H Cl Cl OCH₃ 1.028 — — — Q₂ Cl Cl Br OCH₃1.029 — — — Q₂ Cl H Br OCH₃ 1.030 — — — Q₂ H Cl Br OCH₃ 1.031 — — — Q₂ HCl H OCH₃ 1.032 — — — Q₂ Cl H H OCH₃

Further preferred components (A) are listed in the following Table 2:

TABLE 2 Compounds of formula Id: (Id)

wherein Q is (Q₁)

(Q₂)

Compound No. R₁ R₂ R₃ Q R₄ R₅ R₆ R₈ 2.001 Cl Cl Cl Q₁ — — — H 2.002 Cl HCl Q₁ — — — H 2.003 Cl Cl H Q₁ — — — H 2.004 Cl Br Cl Q₁ — — — H 2.005Br Br Br Q₁ — — — H 2.006 H Cl H Q₁ — — — H 2.007 H Br H Q₁ — — — H2.008 H CF₃ H Q₁ — — — H 2.009 — — — Q₂ Cl Cl Cl H 2.010 — — — Q₂ Cl HCl H 2.011 — — — Q₂ H Cl Cl H 2.012 — — — Q₂ Cl Cl Br H 2.013 — — — Q₂Cl H Br H 2.014 — — — Q₂ H Cl Br H 2.015 — — — Q₂ H Cl H H 2.016 — — —Q₂ Cl H H H 2.017 Cl Cl Cl Q₁ — — — OCH₃ 2.018 Cl H Cl Q₁ — — — OCH₃2.019 Cl Cl H Q₁ — — — OCH₃ 2.020 Cl Br Cl Q₁ — — — OCH₃ 2.021 Br Br BrQ₁ — — — OCH₃ 2.022 H Cl H Q₁ — — — OCH₃ 2.023 H Br H Q₁ — — — OCH₃2.024 H CF₃ H Q₁ — — — OCH₃ 2.025 — — — Q₂ Cl Cl Cl OCH₃ 2.026 — — — Q₂Cl H Cl OCH₃ 2.027 — — — Q₂ H Cl Cl OCH₃ 2.028 — — — Q₂ Cl Cl Br OCH₃2.029 — — — Q₂ Cl H Br OCH₃ 2.030 — — — Q₂ H Cl Br OCH₃ 2.031 — — — Q₂ HCl H OCH₃ 2.032 — — — Q₂ Cl H H OCH₃

The following mixtures of components (A) with components (B) arepreferred (the abbreviation “TX” means: “one compound selected from thegroup consisting of the compounds specifically described in Tables 1 and2 of the present invention”):

(B1) a strobilurin fungicide+TX,(B2) an azole fungicide+TX,(B3) a morpholine fungicide+TX,(B4) an anilinopyrimidine fungicide+TX,(B5) a fungicide selected from the group consisting ofAnilazine+TX, arsenates+TX, benalaxyl+TX, benalaxyl-M+TX, benodanil+TX,benomyl+TX, benthiavalicarb+TX, benthiavalicarb-isopropyl+TX,biphenyl+TX, bitertanol+TX, blasticidin-S+TX, bordeaux mixture+TX,boscalid+TX, bupirimate+TX, cadmium chloride+TX, captafol+TX, captan+TX,carbendazim+TX, carbon disulfide+TX, carboxin+TX, carpropamid+TX, cedarleaf oil+TX, chino-methionat+TX, chlorine+TX, chloroneb+TX,chlorothalonil+TX, chlozolinate+TX, cinnamaldehyde+TX, copper+TX, copperammoniumcarbonate+TX, copper hydroxide+TX, copper octanoate+TX, copperoleate+TX, copper sulphate+TX, cyazofamid+TX, cycloheximide+TX,cymoxanil+TX, dichlofluanid+TX, dichlone+TX, dichloropropene+TX,diclocymet+TX, diclomezine+TX, dicloran+TX, diethofencarb+TX,diflumetorim+TX, dimethirimol+TX, dimethomorph+TX, dinocap+TX,dithianon+TX, dodine+TX, edifenphos+TX, ethaboxam+TX, ethirimol+TX,etridiazole+TX, famoxadone+TX, fenamidone+TX, fenaminosulf+TX,fenamiphos+TX, fenarimol+TX, fenfuram+TX, fenhexamid+TX, fenoxanil+TX,fenpiclonil+TX, fentin acetate+TX, fentin chloride+TX, fentinhydroxide+TX, ferbam+TX, ferimzone+TX, fluazinam+TX, fludioxonil+TX,flusulfamide+TX, flusulfamide+TX, flutolanil+TX, folpet+TX,formaldehyde+TX, fosetyl-aluminium+TX, fthalide+TX, fuberidazole+TX,furalaxyl+TX, furametpyr+TX, flyodin+TX, fuazatine+TX,hexachlorobenzene+TX, hymexazole+TX, iminoctadine+TX, iodocarb+TX,iprobenfos+TX, iprodione+TX, iprovalicarb+TX, isoprothiolane+TX,kasugamycin+TX, mancozeb+TX, maneb+TX, manganousdimethyldithiocarbamate+TX, mefenoxam+TX, mepronil+TX, mercuricchlorid+TX, mercury+TX, metalaxyl+TX, methasulfocarb+TX, metiram+TX,metrafenone+TX, nabam+TX, neem oil (hydrophobic extract)+TX,nuarimol+TX, octhilinone+TX, ofurace+TX, oxadixyl+TX, oxine copper+TX,oxolinic acid+TX, oxycarboxin+TX, oxytetracycline+TX, paclobutrazole+TX,paraffin oil+TX, paraformaldehyde+TX, pencycuron+TX,pentachloronitrobenzene+TX, pentachlorophenol+TX, penthiopyrad+TX,perfurazoate+TX, phosphoric acid+TX, polyoxin+TX, polyoxin D zincsalt+TX, potassium bicarbonate+TX, probenazole+TX, procymidone+TX,propamocarb+TX, propineb+TX, proquinazid+TX, prothiocarb+TX,pyrazophos+TX, pyrifenox+TX, pyroquilon+TX, quinoxyfen+TX,quintozene+TX, silthiofam+TX, sodium bicarbonate+TX, sodiumdiacetate+TX, sodium propionate+TX, streptomycin+TX, sulphur+TX,TCMTB+TX, tecloftalam+TX, tecnazene+TX, thiabendazole+TX,thifluzamide+TX, thiophanate+TX, thiophanate-methyl+TX, thiram+TX,tolclofos-methyl+TX, tolyfluanid+TX, triazoxide+TX, trichodermaharzianum+TX, tricyclazole+TX, triforine+TX, triphenyltin hydroxide+TX,validamycin+TX, vinclozolin+TX, zineb+TX, ziram+TX, zoxamide+TX, 1+TX,1-bis(4-chlorophenyl)-2-ethoxyethanol+TX, 2+TX, 4-dichlorophenylbenzenesulfonate+TX, 2-fluoro-N-methyl-N-1-naphthylacetamide+TX,4-chlorophenyl phenyl sulfone+TX,a compound of formula B-5.1+TX

a compound of formula B-5.2+TX

a compound of formula B-5.3+TX

a compound of formula B-5.4+TX

a compound of formula B-5.5+TX

a compound of formula B-5.6+TX

a compound of formula B-5.7+TX

3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(2-bicyclopropyl-2-yl-phenyl)-amide (compound B-5.8)+TX,3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(9-isopropyp-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl)-amide(compound B-5.9)+TX, 1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxylic acid[2-(1,3-dimethylbutyl)phenyl]-amide (compound B-5.10)+TX,3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-amide (compound B-5.11)+TX,N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamid(compound B-5.12)+TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylicacid N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-amide (compound B-5.13)+TX,3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-[2-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-amide (compound B-5.14),3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-[2-(2-chloro-1+TX, 1,2-trifluoroethoxy)phenyl]-amide (compoundB-5.15)+TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(4′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.16)+TX,3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(2′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.17) and3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(2′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.18)+TX; (B6) aplant-bioregulator selected from the group consisting ofacibenzolar-S-methyl+TX, chlormequat chloride+TX, ethephon+TX, mepiquatchloride and trinexapac-ethyl;(B7) an insecticide selected from the group consisting ofabamectin+TX, clothianidin+TX, emamectin benzoate+TX, imidacloprid+TX,tefluthrin+TX, thiamethoxam+TX,a compound of formula B-7.1

a compound of formula B-7.2;

and a compound of formula B-7.3

and(B8) glyphosate+TX, a compound of formula V+TX

fomesafen+TX, and (B9) isopyrazam+TX, sedaxane+TX,a compound of formula (VI)+TX

a compound of formula (VII)+TX

1-[4-[4-[(5S)5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone+TX,1-[4-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl]piperidin-1-yl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone+TX, and 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(3′,4′,5′-trifluoro-biphenyl-2-yl)-amide+TX.

The following mixtures of components (A) with components (B) areespecially preferred:

(B1) a strobilurin fungicide+TX,(B2) an azole fungicide+TX,(B3) a morpholine fungicide+TX,(B4) an anilinopyrimidine fungicide+TX,(B5) a fungicide selected from the group consisting ofanilazine (878)+TX, arsenates+TX, benalaxyl (56)+TX, benalaxyl-M+TX,benodanil (896)+TX, benomyl (62)+TX, benthiavalicarb+TX,benthiavalicarb-isopropyl (68)+TX, biphenyl (81)+TX, bitertanol (84)+TX,blasticidin-S (85)+TX, bordeaux mixture (87)+TX, boscalid (88)+TX,bupirimate (98)+TX, cadmium chloride+TX, captafol (113)+TX,captan (114)+TX, carbendazim (116)+TX, carbon disulfide (945)+TX,carboxin (120)+TX, carpropamid (122)+TX, cedar leaf oil+TX,chinomethionat (126)+TX, chlorine+TX, chloroneb (139)+TX, chlorothalonil(142)+TX, chlozolinate (149)+TX, cinnamaldehyde+TX, copper+TX, copperammoniumcarbonate+TX, copper hydroxide (169)+TX, copper octanoate(170)+TX, copper oleate+TX, copper sulphate (87)+TX, cyazofamid(185)+TX, cycloheximide (1022)+TX, cymoxanil (200)+TX, dichlofluanid(230)+TX, dichlone (1052)+TX, dichloropropene (233)+TX, diclocymet(237)+TX, diclomezine (239)+TX, dicloran (240)+TX, diethofencarb(245)+TX, diflumetorim (253)+TX, dimethirimol (1082)+TX, dimethomorph(263)+TX, dinocap (270)+TX, dithianon (279)+TX, dodine (289)+TX,edifenphos (290)+TX, ethaboxam (304)+TX, ethirimol (1133)+TX,etridiazole (321)+TX, famoxadone (322)+TX, fenamidone (325)+TX,fenaminosulf (1144)+TX, fenamiphos (326)+TX, fenarimol (327)+TX,fenfuram (333)+TX, fenhexamid (334)+TX, fenoxanil (338)+TX, fenpiclonil(341)+TX, fentin acetate (347)+TX, fentin chloride+TX, fentin hydroxide(347)+TX, ferbam (350)+TX, ferimzone (351)+TX, fluazinam (363)+TX,fludioxonil (368)+TX, flusulfamide (394)+TX, flutolanil (396)+TX, folpet(400)+TX, formaldehyde (404)+TX, fosetyl-aluminium (407)+TX, fthalide(643)+TX, fuberidazole (419)+TX, furalaxyl (410)+TX, furametpyr(411)+TX, flyodin (1205)+TX, fuazatine (422)+TX, hexachlorobenzene(434)+TX, hymexazole+TX, iminoctadine (459)+TX, iodocarb(3-lodo-2-propynyl butyl carbamate)+TX, iprobenfos (IBP) (469)+TX,iprodione (470)+TX, iprovalicarb (471)+TX, isoprothiolane (474)+TX,kasugamycin (483)+TX, mancozeb (496)+TX, maneb (497)+TX, manganousdimethyldithiocarbamate+TX, mefenoxam (Metalaxyl-M) (517)+TX, mepronil(510)+TX, mercuric chloride (511)+TX, mercury+TX, metalaxyl (516)+TX,methasulfocarb (528)+TX, metiram (546)+TX, metrafenone+TX, nabam(566)+TX, neem oil (hydrophobic extract)+TX, nuarimol (587)+TX,octhilinone (590)+TX, ofurace (592)+TX, oxadixyl (601)+TX, oxine copper(605)+TX, oxolinic acid (606)+TX, oxycarboxin (608)+TX, oxytetracycline(611)+TX, paclobutrazole (612)+TX, paraffin oil (628)+TX,paraformaldehyde+TX, pencycuron (620)+TX, pentachloronitrobenzene(716)+TX, pentachlorophenol (623)+TX, penthiopyrad+TX, perfurazoate+TX,phosphoric acid+TX, polyoxin (654)+TX, polyoxin D zinc salt (654)+TX,potassium bicarbonate+TX, probenazole (658)+TX, procymidone (660)+TX,propamocarb (668)+TX, propineb (676)+TX, proquinazid (682)+TX,prothiocarb (1361)+TX, pyrazophos (693)+TX, pyrifenox (703)+TX,pyroquilon (710)+TX, quinoxyfen (715)+TX, quintozene (PCN(B) (716)+TX,silthiofam (729)+TX, sodium bicarbonate+TX, sodium diacetate+TX, sodiumpropionate+TX, streptomycin (744)+TX, sulphur (754)+TX, TCMTB+TX,tecloftalam+TX, tecnazene (TCN(B) (767)+TX, thiabendazole (790)+TX,thifluzamide (796)+TX, thiophanate (1435)+TX, thiophanate-methyl(802)+TX, thiram (804)+TX, tolclofos-methyl (808)+TX, tolylfluanid(810)+TX, triazoxide (821)+TX, trichoderma harzianum (825)+TX,tricyclazole (828)+TX, triforine (838)+TX, triphenyltin hydroxide(347)+TX, validamycin (846)+TX, vinclozolin (849)+TX, zineb (855)+TX,ziram (856)+TX, zoxamide (857)+TX,1,1-bis(4-chlorophenyl)-2-ethoxyethanol (IUPAC-Name) (910)+TX, 2+TX,4-dichlorophenyl benzenesulfonate (IUPAC-/Chemical Abstracts-Name)(1059)+TX, 2-fluoro-N-methyl-N-1-naphthylacetamide (IUPAC-Name)(1295)+TX, 4-chlorophenyl phenyl sulfone (IUPAC-Name) (981)+TX,a compound of formula B-5.1+TX

a compound of formula B-5.2+TX

a compound of formula B-5.3+TX

a compound of formula B-5.4+TX

a compound of formula B-5.5+TX

a compound of formula B-5.6+TX

a compound of formula B-5.7+TX

3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(2-bicyclopropyl-2-yl-phenyl)-amide (compound B-5.8)+TX,3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(9-isopropyp-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl)-amide(compound B-5.9)+TX, 1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxylic acid[2-(1,3-dimethylbutyl)phenyl]-amide (compound B-5.10)+TX,3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid(3′,4′-dichloro-5-fluoro-1,1′-biphenyl-2-yl)-amide (compound B-5.11)+TX,N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamid(compound B-5.12)+TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylicacid N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-amide (compound B-5.13)+TX,3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-[2-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-amide (compound B-5.14)+TX,3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-[2-(2-chloro-1,1,2-trifluoroethoxy)phenyl]-amide (compound B-5.15)+TX,3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(4′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.16)+TX,3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(2′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.17) and3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidN-(2′-trifluoromethyl-biphen-2-yl)-amide (compound B-5.18);(B6) a plant-bioregulator selected from the group consisting ofacibenzolar-S-methyl (6)+TX, chlormequat chloride (137)+TX, ethephon(307)+TX, mepiquat chloride (509) and trinexapac-ethyl (841);(B7) an insecticide selected from the group consisting ofabamectin (1)+TX, clothianidin (165)+TX, emamectin benzoate (291)+TX,imidacloprid (458)+TX, tefluthrin (769)+TX, thiamethoxam (792)+TX, acompound of formula B-7.1 +TX

a compound of formula B-7.2 +TX;

a compound of formula B-7.3

and(B8) glyphosate (419)+TX.

Examples of especially suitable mixtures selected from the followinggroup P:

Group P: Especially Suitable Mixtures according to the Invention:a strobilurin fungicide selected from azoxystrobin (47)+TX,dimoxystrobin (226)+TX, fluoxastrobin (382)+TX, kresoxim-methyl(485)+TX, metominostrobin (551)+TX, orysastrobin+TX, picoxystrobin(647)+TX, pyraclostrobin (690); trifloxystrobin (832)+TX, a compound offormula B-1.1 +TX

an azole fungicide selected from azaconazole (40)+TX, bromuconazole(96)+TX, cyproconazole (207)+TX, difenoconazole (247)+TX, diniconazole(267)+TX, diniconazole-M (267)+TX, epoxiconazole (298)+TX, fenbuconazole(329)+TX, fluquinconazole (385)+TX, flusilazole (393)+TX, flutriafol(397)+TX, hexaconazole (435)+TX, imazalil (449)+TX, imibenconazole(457)+TX, ipconazole (468)+TX, metconazole (525)+TX, myclobutanil(564)+TX, oxpoconazole (607)+TX, pefurazoate (618)+TX, penconazole(619)+TX, prochloraz (659)+TX, propiconazole (675)+TX, prothioconazole(685)+TX, simeconazole (731)+TX, tebuconazole (761)+TX, tetraconazole(778)+TX, triadimefon (814)+TX, triadimenol (815)+TX, triflumizole(834)+TX, triticonazole (842)+TX, diclobutrazol (1068)+TX, etaconazole(1129)+TX, furconazole (1198)+TX, furconazole-cis (1199) andquinconazole (1378);a morpholine fungicide mixture selected from aldimorph+TX, dodemorph(288)+TX, fenpropimorph (344)+TX, tridemorph (830)+TX, fenpropidin(343)+TX, spiroxamine (740)+TX, piperalin (648) and a compound offormula B-3.1 +TX

an anilino-pyrimidine fungicide selected from cyprodinil (208)+TX,mepanipyrim (508) and pyrimethanil (705);a fungicide mixture selected from the group consisting ofanilazine (878)+TX, arsenates+TX, benalaxyl (56)+TX, benalaxyl-M+TX,benodanil (896)+TX, benomyl (62)+TX, benthiavalicarb+TX,benthiavalicarb-isopropyl (68)+TX, biphenyl (81)+TX, bitertanol (84)+TX,blasticidin-S (85)+TX, bordeaux mixture (87)+TX, boscalid (88)+TX,bupirimate (98)+TX, cadmium chloride+TX, captafol (113)+TX,captan (114)+TX, carbendazim (116)+TX, carbon disulfide (945)+TX,carboxin (120)+TX, carpropamid (122)+TX, cedar leaf oil+TX,chinomethionat (126)+TX, chlorine+TX, chloroneb (139)+TX, chlorothalonil(142)+TX, chlozolinate (149)+TX, cinnamaldehyde+TX, copper+TX, copperammoniumcarbonate+TX, copper hydroxide (169)+TX, copper octanoate(170)+TX, copper oleate+TX, copper sulphate (87)+TX, cyazofamid(185)+TX, cycloheximide (1022)+TX, cymoxanil (200)+TX, dichlofluanid(230)+TX, dichlone (1052)+TX, dichloropropene (233)+TX, diclocymet(237)+TX, diclomezine (239)+TX, dicloran (240)+TX, diethofencarb(245)+TX, diflumetorim (253)+TX, dimethirimol (1082)+TX, dimethomorph(263)+TX, dinocap (270)+TX, dithianon (279)+TX, dodine (289)+TX,edifenphos (290)+TX, ethaboxam (304)+TX, ethirimol (1133)+TX,etridiazole (321)+TX, famoxadone (322)+TX, fenamidone (325)+TX,fenaminosulf (1144)+TX, fenamiphos (326)+TX, fenarimol (327)+TX,fenfuram (333)+TX, fenhexamid (334)+TX, fenoxanil (338)+TX, fenpiclonil(341)+TX, fentin acetate (347)+TX, fentin chloride+TX, fentin hydroxide(347)+TX, ferbam (350)+TX, ferimzone (351)+TX, fluazinam (363)+TX,fludioxonil (368)+TX, flusulfamide (394)+TX, flutolanil (396)+TX, folpet(400)+TX, formaldehyde (404)+TX, fosetyl-aluminium (407)+TX, fthalide(643)+TX, fuberidazole (419)+TX, furalaxyl (410)+TX, furametpyr(411)+TX, flyodin (1205)+TX, fuazatine (422)+TX, hexachlorobenzene(434)+TX, hymexazole+TX, iminoctadine (459)+TX, iodocarb(3-lodo-2-propynyl butyl carbamate)+TX, iprobenfos (IBP) (469)+TX,iprodione (470)+TX, iprovalicarb (471)+TX, isoprothiolane (474)+TX,kasugamycin (483)+TX, mancozeb (496)+TX, maneb (497)+TX, manganousdimethyldithiocarbamate+TX, mefenoxam (Metalaxyl-M) (517)+TX, mepronil(510)+TX, mercuric chloride (511)+TX, mercury+TX, metalaxyl (516)+TX,methasulfocarb (528)+TX, metiram (546)+TX, metrafenone+TX, nabam(566)+TX, neem oil (hydrophobic extract)+TX, nuarimol (587)+TX,octhilinone (590)+TX, ofurace (592)+TX, oxadixyl (601)+TX, oxine copper(605)+TX, oxolinic acid (606)+TX, oxycarboxin (608)+TX, oxytetracycline(611)+TX, paclobutrazole (612)+TX, paraffin oil (628)+TX,paraformaldehyde+TX, pencycuron (620)+TX, pentachloronitrobenzene (716)+TX, pentachlorophenol (623)+TX, penthiopyrad+TX, perfurazoate+TX,phosphoric acid+TX, polyoxin (654)+TX, polyoxin D zinc salt (654)+TX,potassium bicarbonate+TX, probenazole (658)+TX, procymidone (660)+TX,propamocarb (668)+TX, propineb (676)+TX, proquinazid (682)+TX,prothiocarb (1361)+TX, pyrazophos (693)+TX, pyrifenox (703)+TX,pyroquilon (710)+TX, quinoxyfen (715)+TX, quintozene (PCN(B) (716)+TX,silthiofam (729)+TX, sodium bicarbonate+TX, sodium diacetate+TX, sodiumpropionate+TX, streptomycin (744)+TX, sulphur (754)+TX, TCMTB+TX,tecloftalam+TX, tecnazene (TCN(B) (767)+TX, thiabendazole (790)+TX,thifluzamide (796)+TX, thiophanate (1435)+TX, thiophanate-methyl(802)+TX, thiram (804)+TX, tolclofos-methyl (808)+TX, tolylfluanid(810)+TX, triazoxide (821)+TX, trichoderma harzianum (825)+TX,tricyclazole (828)+TX, triforine (838)+TX, triphenyltin hydroxide(347)+TX, validamycin (846)+TX, vinclozolin (849)+TX, zineb (855)+TX,ziram (856)+TX, zoxamide (857)+TX, 1+TX,1-bis(4-chlorophenyl)-2-ethoxyethanol (IUPAC-Name) (910)+TX, 2+TX,4-dichlorophenyl benzenesulfonate (IUPAC-/Chemical Abstracts-Name)(1059)+TX, 2-fluoro-N-methyl-N-1-naphthylacetamide (IUPAC-Name)(1295)+TX, 4-chlorophenyl phenyl sulfone (IUPAC-Name) (981)+TX,a compound of formula B-5.1+TX, a compound of formula B-5.2+TX, acompound of formula B-5.3+TX, a compound of formula B-5.4+TX, a compoundof formula B-5.5+TX, a compound of formula B-5.6+TX, a compound offormula B-5.7+TX, compound B-5.8+TX, compound B-5.9+TX, compoundB-5.10+TX, compound B-5.11+TX, compound B-5.12+TX, compound B-5.13+TX,compound B-5.14+TX, compound B-5.15+TX, compound B-5.16+TX, compoundB-5.17 and compound B-5.18;a plant-bioregulator selected from the group consisting ofacibenzolar-S-methyl (6)+TX, chlormequat chloride (137)+TX, ethephon(307)+TX, mepiquat chloride (509) and trinexapac-ethyl (841);an insecticide selected from the group consisting ofabamectin (1)+TX, clothianidin (165)+TX, emamectin benzoate (291)+TX,imidacloprid (458)+TX, tefluthrin (769)+TX, thiamethoxam (792)+TX, andglyphosate (419)+TX, a compound of formula V

fomesafen+TX, and (B9) isopyrazam+TX, sedaxane+TX,a compound of formula (VI)+TX

and a compound of formula (VII)+TX

Further examples of especially suitable mixtures selected from thefollowing group Q:

Group Q: Especially Suitable Compositions according to the Invention:a strobilurin fungicide selected from the group consisting ofazoxystrobin+TX, dimoxystrobin+TX, fluoxastrobin+TX, kresoxim-methyl+TX,metominostrobin+TX, orysastrobin+TX, picoxystrobin+TX, pyraclostrobin;trifloxystrobin and a compound of formula B-1.1;an azole fungicide selected from the group consisting of azaconazole+TX,bromuconazole+TX, cyproconazole+TX, difenoconazole+TX, diniconazole+TX,diniconazole-M+TX, epoxiconazole+TX, fenbuconazole+TX,fluquinconazole+TX, flusilazole+TX, flutriafol+TX, hexaconazole+TX,imazalil+TX, imibenconazole+TX, ipconazole+TX, metconazole+TX,myclobutanil+TX, oxpoconazole+TX, pefurazoate+TX, penconazole+TX,prochloraz+TX, propiconazole+TX, prothioconazole+TX, simeconazole+TX,tebuconazole+TX, tetraconazole+TX, triadimefon+TX, triadimenol+TX,triflumizole+TX, triticonazole+TX, diclobutrazol+TX, etaconazole+TX,furconazole+TX, furconazole-cis and quinconazole;a morpholine fungicide selected from the group consisting ofaldimorph+TX, dodemorph+TX, fenpropimorph+TX, tridemorph+TX,fenpropidin+TX, spiroxamine+TX, piperalin and a compound of formulaB-3.1;an anilino-pyrimidine fungicide selected from the group consisting ofcyprodinil+TX, mepanipyrim and pyrimethanil;a fungicide selected from the group consisting of benalaxyl+TX,benalaxyl-M+TX, benomyl+TX, bitertanol+TX, boscalid+TX, captan+TX,carboxin+TX, carpropamid+TX, chlorothalonil+TX, copper+TX,cyazofamid+TX, cymoxanil+TX, diethofencarb+TX, dithianon+TX,famoxadone+TX, fenamidone+TX, fenhexamide+TX, fenoxycarb+TX,fenpiclonil+TX, fluazinam+TX, fludioxonil+TX, flutolanil+TX, folpet+TX,guazatine+TX, hymexazole+TX, iprodione+TX, lufenuron+TX, mancozeb+TX,metalaxyl+TX, mefenoxam+TX, metrafenone+TX, nuarimol+TX,paclobutrazol+TX, pencycuron+TX, penthiopyrad+TX, procymidone+TX,proquinazid+TX, pyroquilon+TX, quinoxyfen+TX, silthiofam+TX, sulfur+TX,thiabendazole+TX, thiram+TX, triazoxide+TX, tricyclazole+TX, a compoundof formula B-5.1+TX, a compound of formula B-5.2+TX, a compound offormula B-5.3+TX, a compound of formula B-5.4+TX, a compound of formulaB-5.5+TX, a compound of formula B-5.6+TX, a compound of formulaB-5.7+TX, a compound of formula B-5.8+TX, a compound of formulaB-5.9+TX, a compound of formula B-5.1 0 and a compound of formula B-5.12;a plant-bioregulator selected from acibenzolar-S-methyl+TX, chlormequatchloride+TX, ethephon+TX, mepiquat chloride and trinexapac-ethyl;an insecticide selected from abamectin+TX, emamectin benzoate+TX,tefluthrin+TX, thiamethoxam+TX, and glyphosate+TX, a compound of formulaV

fomesafen+TX, and (B9) isopyrazam+TX, sedaxane+TX,a compound of formula (VI)+TX

and a compound of formula (VII)+TX

The active ingredient combinations are effective against harmfulmicroorganisms, such as microorganisms, that cause phytopathogenicdiseases, in particular against phytopathogenic fungi and bacteria.

The active ingredient combinations are effective especially againstphytopathogenic fungi belonging to the following classes: Ascomycetes(e.g. Venturia, Podosphaera, Erysiphe, Monilinia, Mycosphaerella,Uncinula); Basidiomycetes (e.g. the genus Hemileia, Rhizoctonia,Phakopsora, Puccinia, Ustilago, Tilletia); Fungi imperfecti (also knownas Deuteromycetes; e.g. Botrytis, Helminthosporium, Rhynchosporium,Fusarium, Septoria, Cercospora, Alternaria, Pyricularia andPseudocercosporella); Oomycetes (e.g. Phytophthora, Peronospora,Pseudoperonospora, Albugo, Bremia, Pythium, Pseudosclerospora,Plasmopara).

According to the invention “useful plants” typically comprise thefollowing species of plants: grape vines; cereals, such as wheat,barley, rye or oats; beet, such as sugar beet or fodder beet; fruits,such as pomes, stone fruits or soft fruits, for example apples, pears,plums, peaches, almonds, cherries, strawberries, raspberries orblack-berries; leguminous plants, such as beans, lentils, peas orsoybeans; oil plants, such as rape, mustard, poppy, olives, sunflowers,coconut, castor oil plants, cocoa beans or groundnuts; cucumber plants,such as marrows, cucumbers or melons; fibre plants, such as cotton,flax, hemp or jute; citrus fruit, such as oranges, lemons, grapefruit ormandarins; vegetables, such as spinach, lettuce, asparagus, cabbages,carrots, onions, tomatoes, potatoes, cucurbits or paprika; lauraceae,such as avocados, cinnamon or camphor; maize; tobacco; nuts; coffee;sugar cane; tea; vines; hops; durian; bananas; natural rubber plants;turf or ornamentals, such as flowers, shrubs, broad-leaved trees orevergreens, for example conifers. This list does not represent anylimitation.

The term “useful plants” is to be understood as including also usefulplants that have been rendered tolerant to herbicides like bromoxynil orclasses of herbicides (such as, for example, HPPD inhibitors, ALSinhibitors, for example primisulfuron, prosulfuron and trifloxysulfuron,EPSPS (5-enol-pyrovyl-shikimate-3-phosphate-synthase) inhibitors, GS(glutamine synthetase) inhibitors) as a result of conventional methodsof breeding or genetic engineering. An example of a crop that has beenrendered tolerant to imidazolinones, e.g. imazamox, by conventionalmethods of breeding (mutagenesis) is Clearfield® summer rape (Canola).Examples of crops that have been rendered tolerant to herbicides orclasses of herbicides by genetic engineering methods include glyphosate-and glufosinate-resistant maize varieties commercially available underthe trade names RoundupReady®, Herculex I® and LibertyLink®.

The term “useful plants” is to be understood as including also usefulplants which have been so transformed by the use of recombinant DNAtechniques that they are capable of synthesising one or more selectivelyacting toxins, such as are known, for example, from toxin-producingbacteria, especially those of the genus Bacillus.

Toxins that can be expressed by such transgenic plants include, forexample, insecticidal proteins, for example insecticidal proteins fromBacillus cereus or Bacillus popliae; or insecticidal proteins fromBacillus thuringiensis, such as 5-endotoxins, e.g. CryIA(b), CryIA(c),CryIF, CryIF(a2), CryIIA(b), CryIIIA, CryIIIB(b1) or Cry9c, orvegetative insecticidal proteins (VIP), e.g. VIP1, VIP2, VIP3 or VIP3A;or insecticidal proteins of bacteria colonising nematodes, for examplePhotorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens,Xenorhabdus nematophilus; toxins produced by animals, such as scorpiontoxins, arachnid toxins, wasp toxins and other insect-specificneurotoxins; toxins produced by fungi, such as Streptomycetes toxins,plant lectins, such as pea lectins, barley lectins or snowdrop lectins;agglutinins; proteinase inhibitors, such as trypsine inhibitors, serineprotease inhibitors, patatin, cystatin, papain inhibitors;ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin,luffin, saporin or bryodin; steroid metabolism enzymes, such as3-hydroxysteroidoxidase, ecdysteroid-UDP-glycosyl-transferase,cholesterol oxidases, ecdysone inhibitors, HMG-COA-reductase, ionchannel blockers, such as blockers of sodium or calcium channels,juvenile hormone esterase, diuretic hormone receptors, stilbenesynthase, bibenzyl synthase, chitinases and glucanases.

In the context of the present invention there are to be understood by5-endotoxins, for example CryIA(b), CryIA(c), CryIF, CryIF(a2),CryIIA(b), CryIIIA, CryIIIB(b1) or Cry9c, or vegetative insecticidalproteins (VIP), for example VIP1, VIP2, VIP3 or VIP3A, expressly alsohybrid toxins, truncated toxins and modified toxins. Hybrid toxins areproduced recombinantly by a new combination of different domains ofthose proteins (see, for example, WO 02/15701). An example for atruncated toxin is a truncated CryIA(b), which is expressed in the Bt11maize from Syngenta Seed SAS, as described below. In the case ofmodified toxins, one or more amino acids of the naturally occurringtoxin are replaced. In such amino acid replacements, preferablynon-naturally present protease recognition sequences are inserted intothe toxin, such as, for example, in the case of CryIIIA055, acathepsin-D-recognition sequence is inserted into a CryIIIA toxin (seeWO 03/018810)

Examples of such toxins or transgenic plants capable of synthesisingsuch toxins are disclosed, for example, in EP-A-0 374 753, WO 93/07278,WO 95/34656, EP-A-0 427 529, EP-A-451 878 and WO 03/052073.

The processes for the preparation of such transgenic plants aregenerally known to the person skilled in the art and are described, forexample, in the publications mentioned above. CryI-type deoxyribonucleicacids and their preparation are known, for example, from WO 95/34656,EP-A-0 367 474, EP-A-0 401 979 and WO 90/13651.

The toxin contained in the transgenic plants imparts to the plantstolerance to harmful insects. Such insects can occur in any taxonomicgroup of insects, but are especially commonly found in the beetles(Coleoptera), two-winged insects (Diptera) and butterflies(Lepidoptera).

Transgenic plants containing one or more genes that code for aninsecticidal resistance and express one or more toxins are known andsome of them are commercially available. Examples of such plants are:YieldGard® (maize variety that expresses a CryIA(b) toxin); YieldGardRootworm® (maize variety that expresses a CryIIIB(b1) toxin); YieldGardPlus® (maize variety that expresses a CryIA(b) and a CryIIIB(b1) toxin);Starlink® (maize variety that expresses a Cry9(c) toxin); Herculex I®(maize variety that expresses a CryIF(a2) toxin and the enzymephosphinothricine N-acetyltransferase (PAT) to achieve tolerance to theherbicide glufosinate ammonium); NuCOTN 33B® (cotton variety thatexpresses a CryIA(c) toxin); Bollgard I® (cotton variety that expressesa CryIA(c) toxin); Bollgard II® (cotton variety that expresses aCryIA(c) and a CryIIA(b) toxin); VIPCOT® (cotton variety that expressesa VIP toxin); NewLeaf® (potato variety that expresses a CryIIIA toxin);NatureGard® and Protecta®.

Further examples of such transgenic crops are:

1. Bt11 Maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790St. Sauveur, France, registration number C/FR/96/05/10. Geneticallymodified Zea mays which has been rendered resistant to attack by theEuropean corn borer (Ostrinia nubilalis and Sesamia nonagrioides) bytransgenic expression of a truncated CryIA(b) toxin. Bt11 maize alsotransgenically expresses the enzyme PAT to achieve tolerance to theherbicide glufosinate ammonium.2. Bt176 Maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790St. Sauveur, France, registration number C/FR/96/05/10. Geneticallymodified Zea mays which has been rendered resistant to attack by theEuropean corn borer (Ostrinia nubilalis and Sesamia nonagrioides) bytransgenic expression of a CryIA(b) toxin. Bt176 maize alsotransgenically expresses the enzyme PAT to achieve tolerance to theherbicide glufosinate ammonium.3. MIR604 Maize from Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790St. Sauveur, France, registration number C/FR/96/05/10. Maize which hasbeen rendered insect-resistant by transgenic expression of a modifiedCryIIIA toxin. This toxin is Cry3A055 modified by insertion of acathepsin-D-protease recognition sequence. The preparation of suchtransgenic maize plants is described in WO 03/018810.. MON 863 Maize from Monsanto Europe S.A. 270-272 Avenue de Tervuren,B-1150 Brussels, Belgium, registration number C/DE/02/9. MON 863expresses a CryIIIB(b1) toxin and has resistance to certain Coleopterainsects.5. IPC 531 Cotton from Monsanto Europe S.A. 270-272 Avenue de Tervuren,B-1150 Brussels, Belgium, registration number C/ES/96/02.6. 1507 Maize from Pioneer Overseas Corporation, Avenue Tedesco, 7B-1160 Brussels, Belgium, registration number C/NL/00/10. Geneticallymodified maize for the expression of the protein CryIF for achievingresistance to certain Lepidoptera insects and of the PAT protein forachieving tolerance to the herbicide glufosinate ammonium.7. NK603×MON 810 Maize from Monsanto Europe S.A. 270-272 Avenue deTervuren, B-1150 Brussels, Belgium, registration number C/GB/02/M3/03.Consists of conventionally bred hybrid maize varieties by crossing thegenetically modified varieties NK603 and MON 810. NK603×MON 810 Maizetransgenically expresses the protein CP4 EPSPS, obtained fromAgrobacterium sp. strain CP4, which imparts tolerance to the herbicideRoundup® (contains glyphosate), and also a CryIA(b) toxin obtained fromBacillus thuringiensis subsp. kurstaki which brings about tolerance tocertain Lepidoptera, include the European corn borer.Transgenic crops of insect-resistant plants are also described in BATS(Zentrum fur Biosicherheit and Nachhaltigkeit, Zentrum BATS,Clarastrasse 13, 4058 Basel,

Switzerland) Report 2003, (http://bats.ch).

The term “useful plants” is to be understood as including also usefulplants which have been so transformed by the use of recombinant DNAtechniques that they are capable of synthesising antipathogenicsubstances having a selective action, such as, for example, theso-called “pathogenesis-related proteins” (PRPs, see e.g. EP-A-0 392225). Examples of such antipathogenic substances and transgenic plantscapable of synthesising such antipathogenic substances are known, forexample, from EP-A-0 392 225, WO 95/33818, and EP-A-0 353 191. Themethods of producing such transgenic plants are generally known to theperson skilled in the art and are described, for example, in thepublications mentioned above.

Antipathogenic substances which can be expressed by such transgenicplants include, for example, ion channel blockers, such as blockers forsodium and calcium channels, for example the viral KP1, KP4 or KP6toxins; stilbene synthases; bibenzyl synthases; chitinases; glucanases;the so-called “pathogenesis-related proteins” (PRPs; see e.g. EP-A-0 392225); antipathogenic substances produced by microorganisms, for examplepeptide antibiotics or heterocyclic antibiotics (see e.g. WO 95/33818)or protein or polypeptide factors involved in plant pathogen defence(so-called “plant disease resistance genes”, as described in WO03/000906).

Useful plants of elevated interest in connection with present inventionare cereals; soybean; rice; oil seed rape; pome fruits; stone fruits;peanuts; coffee; tea; strawberries; turf; vines and vegetables, such astomatoes, potatoes, cucurbits and lettuce.

The term “locus” of a useful plant as used herein is intended to embracethe place on which the useful plants are growing, where the plantpropagation materials of the useful plants are sown or where the plantpropagation materials of the useful plants will be placed into the soil.An example for such a locus is a field, on which crop plants aregrowing.

The term “plant propagation material” is understood to denote generativeparts of a plant, such as seeds, which can be used for themultiplication of the latter, and vegetative material, such as cuttingsor tubers, for example potatoes. There may be mentioned for exampleseeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes andparts of plants. Germinated plants and young plants which are to betransplanted after germination or after emergence from the soil, mayalso be mentioned. These young plants may be protected beforetransplantation by a total or partial treatment by immersion. Preferably“plant propagation material” is understood to denote seeds.

A further aspect of the instant invention is a method of protectingnatural substances of plant and/or animal origin, which have been takenfrom the natural life cycle, and/or their processed forms against attackof fungi, which comprises applying to said natural substances of plantand/or animal origin or their processed forms a combination ofcomponents (A) and (B) in a synergistically effective amount.

According to the instant invention, the term “natural substances ofplant origin, which have been taken from the natural life cycle” denotesplants or parts thereof which have been harvested from the natural lifecycle and which are in the freshly harvested form. Examples of suchnatural substances of plant origin are stalks, leafs, tubers, seeds,fruits or grains. According to the instant invention, the term“processed form of a natural substance of plant origin” is understood todenote a form of a natural substance of plant origin that is the resultof a modification process. Such modification processes can be used totransform the natural substance of plant origin in a more storable formof such a substance (a storage good). Examples of such modificationprocesses are pre-drying, moistening, crushing, comminuting, grounding,compressing or roasting. Also falling under the definition of aprocessed form of a natural substance of plant origin is timber, whetherin the form of crude timber, such as construction timber, electricitypylons and barriers, or in the form of finished articles, such asfurniture or objects made from wood.

According to the instant invention, the term “natural substances ofanimal origin, which have been taken from the natural life cycle and/ortheir processed forms” is understood to denote material of animal originsuch as skin, hides, leather, furs, hairs and the like.

The combinations according the present invention can preventdisadvantageous effects such as decay, discoloration or mold.

A preferred embodiment is a method of protecting natural substances ofplant origin, which have been taken from the natural life cycle, and/ortheir processed forms against attack of fungi, which comprises applyingto said natural substances of plant and/or animal origin or theirprocessed forms a combination of components (A) and (B) in asynergistically effective amount.

A further preferred embodiment is a method of protecting fruits,preferably pomes, stone fruits, soft fruits and citrus fruits, whichhave been taken from the natural life cycle, and/or their processedforms, which comprises applying to said fruits and/or their processedforms a combination of components (A) and (B) in a synergisticallyeffective amount.

The combinations of the present invention may also be used in the fieldof protecting industrial material against attack of fungi. According tothe instant invention, the term “industrial material” denotes non-livematerial which have been prepared for use in industry. For example,industrial materials which are intended to be protected against attackof fungi can be glues, sizes, paper, board, textiles, carpets, leather,wood, constructions, paints, plastic articles, cooling lubricants,aquaeous hydraulic fluids and other materials which can be infestedwith, or decomposed by, microorganisms. Cooling and heating systems,ventilation and air conditioning systems and parts of production plants,for example cooling-water circuits, which may be impaired bymultiplication of microorganisms may also be mentioned from amongst thematerials to be protected. The combinations according the presentinvention can prevent disadvantageous effects such as decay,discoloration or mold.

The combinations of the present invention may also be used in the fieldof protecting technical material against attack of fungi. According tothe instant invention, the term “technical material” includes paper;carpets; constructions; cooling and heating systems; ventilation and airconditioning systems and the like. The combinations according thepresent invention can prevent disadvantageous effects such as decay,discoloration or mold.

The combinations according to the present invention are particularlyeffective against powdery mildews; rusts; leafspot species; earlyblights and molds; especially against Septoria, Puccinia, Erysiphe,Pyrenophora and Tapesia in cereals; Phakopsora in soybeans; Hemileia incoffee; Phragmidium in roses; Alternaria in potatoes, tomatoes andcucurbits; Sclerotinia in turf, vegetables, sunflower and oil seed rape;black rot, red fire, powdery mildew, grey mold and dead arm disease invine; Botrytis cinerea in fruits; Monilinia spp. in fruits andPenicillium spp. in fruits. The combinations according to the presentinvention are furthermore particularly effective against seedborne andsoilborne diseases, such as Alternaria spp., Ascochyta spp., Botrytiscinerea, Cercospora spp., Claviceps purpurea, Cochliobolus sativus,Colletotrichum spp., Epicoccum spp., Fusarium graminearum, Fusariummoniliforme, Fusarium oxysporum, Fusarium proliferatum, Fusarium solani,Fusarium subglutinans, Gäumannomyces graminis , Helminthosporium spp.,Microdochium nivale, Phoma spp., Pyrenophora graminea, Pyriculariaoryzae, Rhizoctonia solani, Rhizoctonia cerealis, Sclerotinia spp.,Septoria spp., Sphacelotheca reilliana, Tilletia spp., Typhulaincarnata, Urocystis occulta, Ustilago spp. or Verticillium spp.; inparticular against pathogens of cereals, such as wheat, barley, rye oroats; maize; rice; cotton; soybean; turf; sugarbeet; oil seed rape;potatoes; pulse crops, such as peas, lentils or chickpea; and sunflower.The combinations according to the present invention are furthermoreparticularly effective against post harvest diseases such as Botrytiscinerea, Colletotrichum musae, Curvularia lunata, Fusarium semitecum,Geotrichum candidum, Monilinia fructicola, Monilinia fructigena,Monilinia laxa, Mucor piriformis, Penicilium italicum, Peniciliumsolitum, Penicillium digitatum or Penicillium expansum in particularagainst pathogens of fruits, such as pomefruits, for example apples andpears, stone fruits, for example peaches and plums, citrus, melons,papaya, kiwi, mango, berries, for example strawberries, avocados,pomegranates and bananas, and nuts.

The amount of a combination of the invention to be applied, will dependon various factors, such as the compounds employed; the subject of thetreatment, such as, for example plants, soil or seeds; the type oftreatment, such as, for example spraying, dusting or seed dressing; thepurpose of the treatment, such as, for example prophylactic ortherapeutic; the type of fungi to be controlled or the application time.

It has been found that the use of components (B) in combination with thecompound of formula I surprisingly and substantially enhance theeffectiveness of the latter against fungi, and vice versa. Additionally,the method of the invention is effective against a wider spectrum ofsuch fungi that can be combated with the active ingredients of thismethod, when used solely.

The active ingredient mixture of the compounds of formula I selectedfrom table 1 and 2 with active ingredients (B) described above comprisesa compound selected from table 1 and 2 and an active ingredient asdescribed above preferably in a mixing ratio of from 1000:1 to 1:1000,especially from 50:1 to 1:50, more especially in a ratio of from 20:1 to1:20, even more especially from 10:1 to 1:10, very especially from 5:1and 1:5, special preference being given to a ratio of from 2:1 to 1:2,and a ratio of from 4:1 to 2:1 being likewise preferred, above all in aratio of 1:1, or 5:1, or 5:2, or 5:3, or 5:4, or 4:1, or 4:2, or 4:3, or3:1, or 3:2, or 2:1, or 1:5, or 2:5, or 3:5, or 4:5, or 1:4, or 2:4, or3:4, or 1:3, or 2:3, or 1:2, or 1:600, or 1:300, or 1:150, or 1:35, or2:35, or 4:35, or 1:75, or 2:75, or 4:75, or 1:6000, or 1:3000, or1:1500, or 1:350, or 2:350, or 4:350, or 1:750, or 2:750, or 4:750.Those mixing ratios are understood to include, on the one hand, ratiosby weight and also, on other hand, molar ratios.

The mixtures comprising a compound of formula I selected from table 1and 2 and one or more active ingredients as described above can beapplied, for example, in a single “ready-mix” form, in a combined spraymixture composed from separate formulations of the single activeingredient components, such as a “tank-mix”, and in a combined use ofthe single active ingredients when applied in a sequential manner, i.e.one after the other with a reasonably short period, such as a few hoursor days. The order of applying the compounds of formula I selected fromtable 1 and the active ingredients as described above is not essentialfor working the present invention.

The synergistic activity of the combination is apparent from the factthat the fungicidal activity of the composition of (A)+(B) is greaterthan the sum of the fungicidal activities of (A) and (B).

The method of the invention comprises applying to the useful plants, thelocus thereof or propagation material thereof in admixture orseparately, a synergistically effective aggregate amount of a component(A) and a component (B).

Some of said combinations according to the invention have a systemicaction and can be used as foliar, soil and seed treatment fungicides.

With the combinations according to the invention it is possible toinhibit or destroy the phytopathogenic microorganisms which occur inplants or in parts of plants (fruit, blossoms, leaves, stems, tubers,roots) in different useful plants, while at the same time the parts ofplants which grow later are also protected from attack byphytopathogenic microorganisms.

The combinations of the present invention are of particular interest forcontrolling a large number of fungi in various useful plants or theirseeds, especially in field crops such as potatoes, tobacco andsugarbeets, and wheat, rye, barley, oats, rice, maize, lawns, cotton,soybeans, oil seed rape, pulse crops, sunflower, coffee, sugarcane,fruit and ornamentals in horticulture and viticulture, in vegetablessuch as cucumbers, beans and cucurbits.

The combinations according to the invention are applied by treating thefungi, the useful plants, the locus thereof, the propagation materialthereof, the natural substances of plant and/or animal origin, whichhave been taken from the natural life cycle, and/or their processedforms, or the industrial materials threatened by fungus attack with acombination of components (A) and (B) in a synergistically effectiveamount.

The combinations according to the invention may be applied before orafter infection of the useful plants, the propagation material thereof,the natural substances of plant and/or animal origin, which have beentaken from the natural life cycle, and/or their processed forms, or theindustrial materials by the fungi.

The combinations according to the invention are particularly useful forcontrolling the following plant diseases:

Alternaria species in fruit and vegetables,Ascochyta species in pulse crops,Botrytis cinerea in strawberries, tomatoes, sunflower, pulse crops,vegetables and grapes,Cercospora arachidicola in peanuts,Cochliobolus sativus in cereals,Colletotrichum species in pulse crops,Erysiphe species in cereals,Erysiphe cichoracearum and Sphaerotheca fuliginea in cucurbits,Fusarium species in cereals and maize,Gaumannomyces graminis in cereals and lawns,Helminthosporium species in maize, rice and potatoes,Hemileia vastatrix on coffee,Microdochium species in wheat and rye,Phakopsora species in soybean,Puccinia species in cereals, broadleaf crops and perrenial plants,Pseudocercosporella species in cereals,Phragmidium mucronatum in roses,Podosphaera species in fruits,Pyrenophora species in barley,Pyricularia oryzae in rice,Ramularia collo-cygni in barley,Rhizoctonia species in cotton, soybean, cereals, maize, potatoes, riceand lawns,Rhynchosporium secalis in barley and rye,Sclerotinia species in lawns, lettuce, vegetables and oil seed rape,Septoria species in cereals, soybean and vegetables,Sphacelotheca reilliana in maize,Tilletia species in cereals,Uncinula necator, Guignardia bidwellii and Phomopsis viticola in vines,Urocystis occulta in rye,Ustilago species in cereals and maize,Venturia species in fruits,Monilinia species on fruits,Penicillium species on citrus and apples.

The combinations according to the invention are preventively and/orcuratively valuable active ingredients in the field of pest control,even at low rates of application, which have a very favorable biocidalspectrum and are well tolerated by warm-blooded species, fish andplants. The active ingredients according to the invention which arepartially known for their insecticidal action act against all orindividual developmental stages of normally sensitive, but alsoresistant, animal pests, such as insects or representatives of the orderAcarina. The insecticidal or acaricidal activity of the combinationsaccording to the invention can manifest itself directly, i.e. indestruction of the pests, which takes place either immediately or onlyafter some time has elapsed, for example during ecdysis, or indirectly,for example in a reduced oviposition and/or hatching rate, a goodactivity corresponding to a destruction rate (mortality) of at least 50to 60%.

Examples of the abovementioned animal pests are:

from the order Acarina, for example,Acarus siro, Aceria sheldoni, Aculus schlechtendali, Amblyomma spp.,Argas spp., Boophilus spp., Brevipalpus spp., Bryobia praetiosa,Calipitrimerus spp., Chorioptes spp., Dermanyssus gallinae,Eotetranychus carpini, Eriophyes spp., Hyalomma spp., Ixodes spp.,Olygonychus pratensis, Ornithodoros spp., Panonychus spp.,Phyllocoptruta oleivora, Polyphagotarsonemus latus, Psoroptes spp.,Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Tarsonemus spp.and Tetranychus spp.; from the order Anoplura, for example,

Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp. andPhylloxera spp.;

from the order Coleoptera, for example,Agriotes spp., Anthonomus spp., Atomaria linearis, Chaetocnema tibialis,Cosmopolites spp., Curculio spp., Dermestes spp., Diabrotica spp.,Epilachna spp., Eremnus spp., Leptinotarsa decemlineata, Lissorhoptrusspp., Melolontha spp., Orycaephilus spp., Otiorhynchus spp., Phlyctinusspp., Popillia spp., Psylliodes spp., Rhizopertha spp., Scarabeidae,Sitophilus spp., Sitotroga spp., Tenebrio spp., Tribolium spp. andTrogoderma spp.;from the order Diptera, for example,Aedes spp., Antherigona soccata, Bibio hortulanus, Calliphoraerythrocephala, Ceratitis spp., Chrysomyia spp., Culex spp., Cuterebraspp., Dacus spp., Drosophila melanogaster, Fannia spp., Gastrophilusspp., Glossina spp., Hypoderma spp., Hyppobosca spp., Liriomyza spp.,Lucilia spp., Melanagromyza spp., Musca spp., Oestrus spp., Orseoliaspp., Oscinella frit, Pegomyia hyoscyami, Phorbia spp., Rhagoletispomonella, Sciara spp., Stomoxys spp., Tabanus spp., Tannia spp. andTipula spp.;from the order Heteroptera, for example,Cimex spp., Distantiella theobroma, Dysdercus spp., Euchistus spp.,Eurygaster spp., Leptocorisa spp., Nezara spp., Piesma spp., Rhodniusspp., Sahlbergella singularis, Scotinophara spp. and Triatoma spp.;from the order Homoptera, for example,Aleurothrixus floccosus, Aleyrodes brassicae, Aonidiella spp.,Aphididae, Aphis spp., Aspidiotus spp., Bemisia tabaci, Ceroplasterspp., Chrysomphalus aonidium, Chrysomphalus dictyospermi, Coccushesperidum, Empoasca spp., Eriosoma larigerum, Erythroneura spp.,Gascardia spp., Laodelphax spp., Lecanium corni, Lepidosaphes spp.,Macrosiphus spp., Myzus spp., Nephotettix spp., Nilaparvata spp.,Parlatoria spp., Pemphigus spp., Planococcus spp., Pseudaulacaspis spp.,Pseudococcus spp., Psylla spp., Pulvinaria aethiopica, Quadraspidiotusspp., Rhopalosiphum spp., Saissetia spp., Scaphoideus spp., Schizaphisspp., Sitobion spp., Trialeurodes vaporariorum, Trioza erytreae andUnaspis citri;from the order Hymenoptera, for example,Acromyrmex, Atta spp., Cephus spp., Diprion spp., Diprionidae, Gilpiniapolytoma, Hoplocampa spp., Lasius spp., Monomorium pharaonis, Neodiprionspp., Solenopsis spp. and Vespa spp.;from the order lsoptera, for example,

Reticulitermes spp.;

from the order Lepidoptera, for example,Acleris spp., Adoxophyes spp., Aegeria spp., Agrotis spp., Alabamaargillaceae, Amylois spp., Anticarsia gemmatalis, Archips spp.,Argyrotaenia spp., Autographa spp., Busseola fusca, Cadra cautella,Carposina nipponensis, Chilo spp., Choristoneura spp., Clysiaambiguella, Cnaphalocrocis spp., Cnephasia spp., Cochylis spp.,Coleophora spp., Crocidolomia binotalis, Cryptophlebia leucotreta, Cydiaspp., Diatraea spp., Diparopsis castanea, Earias spp., Ephestia spp.,Eucosma spp., Eupoecilia ambiguella, Euproctis spp., Euxoa spp.,Grapholita spp., Hedya nubiferana, Heliothis spp., Hellula undalis,Hyphantria cunea, Keiferia lycopersicella, Leucoptera scitella,Lithocollethis spp., Lobesia botrana, Lymantria spp., Lyonetia spp.,Malacosoma spp., Mamestra brassicae, Manduca sexta, Operophtera spp.,Ostrinia nubilalis, Pammene spp., Pandemis spp., Panolis flammea,Pectinophora gossypiela, Phthorimaea operculella, Pieris rapae, Pierisspp., Plutella xylostella, Prays spp., Scirpophaga spp., Sesamia spp.,Sparganothis spp., Spodoptera spp., Synanthedon spp., Thaumetopoea spp.,Tortrix spp., Trichoplusia ni and Yponomeuta spp.;from the order Mallophaga, for example,

Damalinea spp. and Trichodectes spp.;

from the order Orthoptera, for example,Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae,Locusta spp., Periplaneta spp. and Schistocerca spp.;from the order Psocoptera, for example,

Liposcelis spp.;

from the order Siphonaptera, for example,Ceratophyllus spp., Ctenocephalides spp. and Xenopsylla cheopis;from the order Thysanoptera, for example,Frankliniella spp., Hercinothrips spp., Scirtothrips aurantii,Taeniothrips spp., Thrips palmi and Thrips tabaci;from the order Thysanura, for example,Lepisma saccharina;nematodes, for example root knot nematodes, stem eelworms and foliarnematodes; especially Heterodera spp., for example Heterodera schachtii,Heterodora avenae and Heterodora trifolii; Globodera spp., for exampleGlobodera rostochiensis; Meloidogyne spp., for example Meloidogyneincoginita and Meloidogyne javanica; Radopholus spp., for exampleRadopholus similis; Pratylenchus, for example Pratylenchus neglectansand Pratylenchus penetrans; Tylenchulus, for example Tylenchulussemipenetrans; Longidorus, Trichodorus, Xiphinema, Ditylenchus,Aphelenchoides and Anguina;crucifer flea beetles (Phyllotreta spp.);root maggots (Delia spp.) andcabbage seedpod weevil (Ceutorhynchus spp.).

The combinations according to the invention can be used for controlling,i. e. containing or destroying, animal pests of the abovementioned typewhich occur on useful plants in agriculture, in horticulture and inforests, or on organs of useful plants, such as fruits, flowers,foliage, stalks, tubers or roots, and in some cases even on organs ofuseful plants which are formed at a later point in time remain protectedagainst these animal pests.

When applied to the useful plants the compound of formula I is appliedat a rate of 5 to 2000 g a.i./ha, particularly 10 to 1000 g a.i./ha,e.g. 50, 75, 100 or 200 g a.i./ha, in association with 1 to 5000 ga.i./ha, particularly 2 to 2000 g a.i./ha, e.g. 100, 250, 500, 800,1000, 1500 g a.i./ha of a compound of component (B), depending on theclass of chemical employed as component (B).

In agricultural practice the application rates of the combinationaccording to the invention depend on the type of effect desired, andtypically range from 20 to 4000 g of total combination per hectare.

When the combinations of the present invention are used for treatingseed, rates of 0.001 to 50 g of a compound of formula I per kg of seed,preferably from 0.01 to 10 g per kg of seed, and 0.001 to 50 g of acompound of component (B), per kg of seed, preferably from 0.01 to 10 gper kg of seed, are generally sufficient.

The invention also provides fungicidal compositions comprising acombination of components (A) and (B) as mentioned above in asynergistically effective amount, together with an agriculturallyacceptable carrier, and optionally a surfactant. In said compositions,the weight ratio of (A) to (B) is preferably between 1000:1 and 1:1000.

The compositions of the invention may be employed in any conventionalform, for example in the form of a twin pack, a powder for dry seedtreatment (DS), an emulsion for seed treatment (ES), a flowableconcentrate for seed treatment (FS), a solution for seed treatment (LS),a water dispersible powder for seed treatment (WS), a capsule suspensionfor seed treatment (CF), a gel for seed treatment (GF), an emulsionconcentrate (EC), a suspension concentrate (SC), a suspo-emulsion (SE),a capsule suspension (CS), a water dispersible granule (WG), anemulsifiable granule (EG), an emulsion, water in oil (EO), an emulsion,oil in water (EW), a micro-emulsion (ME), an oil dispersion (OD), an oilmiscible flowable (OF), an oil miscible liquid (OL), a solubleconcentrate (SL), an ultra-low volume suspension (SU), an ultra-lowvolume liquid (UL), a technical concentrate (TK), a dispersibleconcentrate (DC), a wettable powder (WP) or any technically feasibleformulation in combination with agriculturally acceptable adjuvants.

Such compositions may be produced in conventional manner, e.g. by mixingthe active ingredients with appropriate formulation inerts (diluents,solvents, fillers and optionally other formulating ingredients such assurfactants, biocides, anti-freeze, stickers, thickeners and compoundsthat provide adjuvancy effects). Also conventional slow releaseformulations may be employed where long lasting efficacy is intended.Particularly formulations to be applied in spraying forms, such as waterdispersible concentrates (e.g. EC, SC, DC, OD, SE, EW, EO and the like),wettable powders and granules, may contain surfactants such as wettingand dispersing agents and other compounds that provide adjuvancyeffects, e.g. the condensation product of formaldehyde with naphthalenesulphonate, an alkylarylsulphonate, a lignin sulphonate, a fatty alkylsulphate, and ethoxylated alkylphenol and an ethoxylated fatty alcohol.

A seed dressing formulation is applied in a manner known per se to theseeds employing the combination of the invention and a diluent insuitable seed dressing formulation form, e.g. as an aqueous suspensionor in a dry powder form having good adherence to the seeds. Such seeddressing formulations are known in the art. Seed dressing formulationsmay contain the single active ingredients or the combination of activeingredients in encapsulated form, e.g. as slow release capsules ormicrocapsules.

In general, the formulations include from 0.01 to 90% by weight ofactive agent, from 0 to 20% agriculturally acceptable surfactant and 10to 99.99% solid or liquid formulation inerts and adjuvant(s), the activeagent consisting of at least the compound of formula I together with acompound of component (B), and optionally other active agents,particularly microbiocides or conservatives or the like. Concentratedforms of compositions generally contain in between about 2 and 80%,preferably between about 5 and 70% by weight of active agent.Application forms of formulation may for example contain from 0.01 to20% by weight, preferably from 0.01 to 5% by weight of active agent.Whereas commercial products will preferably be formulated asconcentrates, the end user will normally employ diluted formulations.

The Examples which follow serve to illustrate the invention, “activeingredient” denoting a mixture of compound I and a compound of component(B) in a specific mixing ratio.

FORMULATION EXAMPLES

Wettable powders a) b) c) active ingredient [I:comp (B) = 1:3(a),1:2(b), 25%  50%  75% 1:1(c)] sodium lignosulfonate 5% 5% — sodiumlauryl sulfate 3% —  5% sodium diisobutylnaphthalenesulfonate — 6% 10%phenol polyethylene glycol ether — 2% — (7-8 mol of ethylene oxide)highly dispersed silicic acid 5% 10%  10% Kaolin 62%  27%  —

The active ingredient is thoroughly mixed with the adjuvants and themixture is thoroughly ground in a suitable mill, affording wettablepowders that can be diluted with water to give suspensions of thedesired concentration.

Powders for dry seed treatment a) b) c) active ingredient [I:comp (B) =1:3(a), 1:2(b), 25% 50% 75% 1:1(c)] light mineral oil  5%  5%  5% highlydispersed silicic acid  5%  5% — Kaolin 65% 40% — Talcum — 20

The active ingredient is thoroughly mixed with the adjuvants and themixture is thoroughly ground in a suitable mill, affording powders thatcan be used directly for seed treatment.

Emulsifiable concentrate active ingredient (I:comp (B) = 1:6) 10%octylphenol polyethylene glycol ether 3% (4-5 mol of ethylene oxide)calcium dodecylbenzenesulfonate 3% castor oil polyglycol ether (35 molof ethylene oxide) 4% Cyclohexanone 30% xylene mixture 50%

Emulsions of any required dilution, which can be used in plantprotection, can be obtained from this concentrate by dilution withwater.

Dusts a) b) c) Active ingredient [I:comp (B) = 1:6(a), 1:2(b),  5%  6% 4% 1:10(c)] talcum 95% — — Kaolin — 94% — mineral filler — — 96%

Ready-for-use dusts are obtained by mixing the active ingredient withthe carrier and grinding the mixture in a suitable mill. Such powderscan also be used for dry dressings for seed.

Extruder granules Active ingredient (I:comp (B) = 2:1) 15% sodiumlignosulfonate 2% carboxymethylcellulose 1% Kaolin 82%

The active ingredient is mixed and ground with the adjuvants, and themixture is moistened with water. The mixture is extruded and then driedin a stream of air.

Coated granules Active ingredient (I:comp (B) = 1:10) 8% polyethyleneglycol (mol. wt. 200) 3% Kaolin 89%

The finely ground active ingredient is uniformly applied, in a mixer, tothe kaolin moistened with polyethylene glycol. Non-dusty coated granulesare obtained in this manner.

Suspension concentrate active ingredient (I:comp (B) = 1:8) 40%propylene glycol 10% nonylphenol polyethylene glycol ether (15 mol ofethylene 6% oxide) Sodium lignosulfonate 10% carboxymethylcellulose 1%silicone oil (in the form of a 75% emulsion in water) 1% Water 32%

The finely ground active ingredient is intimately mixed with theadjuvants, giving a suspension concentrate from which suspensions of anydesired dilution can be obtained by dilution with water. Using suchdilutions, living plants as well as plant propagation material can betreated and protected against infestation by microorganisms, byspraying, pouring or immersion.

Flowable concentrate for seed treatment active ingredient (I:comp (B) =1:8) 40%  propylene glycol 5% copolymer butanol PO/EO 2%tristyrenephenole with 10-20 moles EO 2% 1,2-benzisothiazolin-3-one (inthe form of a 20% solution in 0.5%   water) monoazo-pigment calcium salt5% Silicone oil (in the form of a 75% emulsion in water) 0.2%   Water45.3%  

The finely ground active ingredient is intimately mixed with theadjuvants, giving a suspension concentrate from which suspensions of anydesired dilution can be obtained by dilution with water. Using suchdilutions, living plants as well as plant propagation material can betreated and protected against infestation by microorganisms, byspraying, pouring or immersion.

Slow Release Capsule Suspension

28 parts of a combination of the compound of formula I and a compound ofcomponent (B), or of each of these compounds separately, are mixed with2 parts of an aromatic solvent and 7 parts of toluenediisocyanate/polymethylene-polyphenylisocyanate-mixture (8:1). Thismixture is emulsified in a mixture of 1.2 parts of polyvinylalcohol,0.05 parts of a defoamer and 51.6 parts of water until the desiredparticle size is achieved. To this emulsion a mixture of 2.8 parts1,6-diaminohexane in 5.3 parts of water is added. The mixture isagitated until the polymerization reaction is completed.

The obtained capsule suspension is stabilized by adding 0.25 parts of athickener and 3 parts of a dispersing agent. The capsule suspensionformulation contains 28% of the active ingredients. The medium capsulediameter is 8-15 microns.

The resulting formulation is applied to seeds as an aqueous suspensionin an apparatus suitable for that purpose.

Biological Examples

A synergistic effect exists whenever the action of an active ingredientcombination is greater than the sum of the actions of the individualcomponents.

The action to be expected E for a given active ingredient combinationobeys the so-called COLBY formula and can be calculated as follows(COLBY, S.R. “Calculating synergistic and antagonistic responses ofherbicide combination”. Weeds, Vol. 15, pages 20-22; 1967):

ppm=milligrams of active ingredient (=a.i.) per liter of spray mixtureX=% action by active ingredient (A) using p ppm of active ingredientY=% action by active ingredient (B) using q ppm of active ingredient.

According to COLBY, the expected (additive) action of active ingredients(A)+(B) using p+q ppm of active ingredient is

$E = {X + Y - \frac{X \cdot Y}{100}}$

If the action actually observed (O) is greater than the expected action(E), then the action of the combination is super-additive, i.e. there isa synergistic effect. In mathematical terms the synergism factor SFcorresponds to O/E. In the agricultural practice an SF of ≥1.2 indicatessignificant improvement over the purely complementary addition ofactivities (expected activity), while an SF of ≤0.9 in the practicalapplication routine signals a loss of activity compared to the expectedactivity.

Liquid Culture Tests in Well Plates

Mycelia fragments or conidia suspensions of a fungus, prepared eitherfreshly from liquid cultures of the fungus or from cryogenic storage,were directly mixed into nutrient broth. DMSO solutions of the testcompound (max. 10 mg/ml) was diluted with 0.025% Tween20 by factor 50and 10 μl of this solution was pipetted into a microtiter plate (96-wellformat). The nutrient broth containing the fungal spores/myceliafragments was then added to give an end concentration of the testedcompound. The test plates were incubated in the dark at 24° C. and 96%rh. The inhibition of fungal growth was determined visually after 2-7days, depending on the pathosystem, and percent antifungal activityrelative to the untreated check was calculated.

Example B1: Fungicidal Action against Botryotinia fuckeliana (Botrytiscinerea)/Liquid Culture (Gray Mould)

Conidia of the fungus from cryogenic storage were directly mixed intonutrient broth (Vogels broth). After placing a (DMSO) solution of thetest compounds into a microtiter plate (96-well format), the nutrientbroth containing the fungal spores was added. The test plates wereincubated at 24° C. and the inhibition of growth was determined visually3-4 days after application.

Example B2: Fungicidal Action against Pythium ultimum/Liquid Culture(Seedling Damping Off)

Mycelia fragments and oospores of a newly grown liquid culture of thefungus were directly mixed into nutrient broth (PDB potato dextrosebroth). After placing a (DMSO) solution of the test compounds into amicrotiter plate (96-well format), the nutrient broth containing thefungal mycelia/spore mixture was added. The test plates were incubatedat 24° C. and the inhibition of growth was determined visually 2-3 daysafter application.

Example B3: Fungicidal Action against Sclerotinia sclerotiorum/LiquidCulture (Cottony Rot)

Mycelia fragments of a newly grown liquid culture of the fungus weredirectly mixed into nutrient broth (PDB potato dextrose broth). Afterplacing a (DMSO) solution of the test compounds into a microtiter plate(96-well format) the nutrient broth containing the fungal material wasadded. The test plates were incubated at 24° C. and the inhibition ofgrowth was determined visually 3-4 days after application.

Example B4: Fungicidal Action against Mycosphaerella arachidis(Cercospora arachidicola)/Liquid Culture (Early Leaf Spot)

Conidia of the fungus from cryogenic storage were directly mixed intonutrient broth (PDB potato dextrose broth). After placing a (DMSO)solution of the test compounds into a microtiter plate (96-well format),the nutrient broth containing the fungal spores was added. The testplates were incubated at 24° C. and the inhibition of growth wasdetermined visually 4-5 days after application.

Example B5: Fungicidal Action against Tapesia yallundae W-type(Pseudocercosporella herpotrichoides)/Liquid Culture (Eyespot)

Conidia of the fungus from cryogenic storage were directly mixed intonutrient broth (PDB potato dextrose broth). After placing a (DMSO)solution of the test compounds into a microtiter plate (96-well format),the nutrient broth containing the fungal spores was added. The testplates were incubated at 24° C. and the inhibition of growth wasdetermined visually 3-4 days after application.

Example B6: Fungicidal Action against Mycosphaerella araminicola(Septoria tritici)/Liquid Culture (Septoria Blotch)

Conidia of the fungus from cryogenic storage were directly mixed intonutrient broth (PDB potato dextrose broth). After placing a (DMSO)solution of the test compounds into a microtiter plate (96-well format),the nutrient broth containing the fungal spores was added. The testplates were incubated at 24° C. and the inhibition of growth wasdetermined visually 4-5 days after application.

Example B7: Fungicidal action against Fusarium culmorum/Liquid Culture(Head Blight)

Conidia of the fungus from cryogenic storage were directly mixed intonutrient broth (PDB potato dextrose broth). After placing a (DMSO)solution of the test compounds into a microtiter plate (96-well format),the nutrient broth containing the fungal spores was added. The testplates were incubated at 24° C. and the inhibition of growth wasdetermined visually 3-4 days after application.

Example B8 Fungicidal Action against Thanatephorus cucumeris(Rhizoctonia solani)/Liquid Culture (Foot Rot, Damping-Off)

Mycelia fragments of a newly grown liquid culture of the fungus weredirectly mixed into nutrient broth (PDB potato dextrose broth). Afterplacing a (DMSO) solution of the test compounds into a microtiter plate(96-well format), the nutrient broth containing the fungal material wasadded. The test plates were incubated at 24° C. and the inhibition ofgrowth was determined visually 3-4 days after application.

Leaf Disk or Leaf Segment Tests in Well Plates

Leaf disks or leaf segments of various plant species were cut fromplants grown in the greenhouse. The cut leaf disks or segments wereplaced in multiwell plates (24-well format) onto water agar. The leafdisks were sprayed with a test solution before (preventative) or after(curative) inoculation. Compounds to be tested were prepared as DMSOsolutions (max. 10 mg/ml) which were diluted to the appropriateconcentration with 0.025% Tween20 just before spraying. The inoculatedleaf disks or segments were incubated under defined conditions(temperature, relative humidity, light, etc.) according to therespective test system. A single evaluation of disease level was carriedout 3-9 days days after inoculation, depending on the pathosystem.Percent disease control relative to the untreated check leaf disks orsegments was then calculated.

Example B9 Fungicidal Action against Plasmopara viticola/Grape/Leaf DiscPreventative (Late Blight)

Grape vine leaf disks were placed on water agar in multiwell plates(24-well format) and sprayed with the formulated test compound dilutedin water. The leaf disks were inoculated with a spore suspension of thefungus 1 day after application. The inoculated leaf disks were incubatedat 19° C. and 80% rh under a light regime of 12 h light/12 h darkness ina climate cabinet and the activity of a compound was assessed as percentdisease control compared to untreated when an appropriate level ofdisease damage appears in untreated check leaf disks (6-8 days afterapplication).

What is claimed is:
 1. A fungicidal composition comprising a combinationof components (A) and (B) in a weight ratio of from 20:1 to 1:50,wherein component (A) is3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidmethoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and component(B) is azoxystrobin.
 2. The fungicidal composition according to claim 1,wherein 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidmethoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide andazoxystrobin are present at a weight ratio of from 5:1 to 1:5.
 3. Thefungicidal composition according to claim 1, wherein3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidmethoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide andazoxystrobin are present at a weight ratio of from 4:1 to 1:4.
 4. Thefungicidal composition according to claim 1, wherein3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acidmethoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide andazoxystrobin are present at a weight ratio of from 2:1 to 1:2.